Publications
2024 • 2023 • 2022 • 2021 • 2020 • 2019 • 2018 • 2017 • 2016 • 2015 • 2014
Representative Covers
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![](TOC/Cover/Cover_EurJOC_2020.png)
![](TOC/Cover/Cover_EurJOC_2018.png)
![](TOC/Cover/Cover_OrgBiomolChem2017.png)
2024
73. Carbonyl-Alkyne Metathesis Reactions Catalyzed by Organic Halogen-Bond Donors
T. Arndt, H. Ghazi Zahedi, M. Breugst,* Eur. J. Org. Chem., 2024, accepted.
DOI: 10.1002/ejoc.202400595
T. Arndt, H. Ghazi Zahedi, M. Breugst,* Eur. J. Org. Chem., 2024, accepted.
DOI: 10.1002/ejoc.202400595
![](TOC/2024/xxx.jpg)
72. Enantioselective synthesis of cyclopentenes by (2 + 3) cycloaddition via a 2-carbon phosphonium.
A. Seitz, J. T. Maddigan-Wyatt, J. Cao, M. Breugst, D. W. Lupton Angew. Chem. Int. Ed., 2024, accepted.
DOI: 10.26434/chemrxiv-2024-4l3t8
A. Seitz, J. T. Maddigan-Wyatt, J. Cao, M. Breugst, D. W. Lupton Angew. Chem. Int. Ed., 2024, accepted.
DOI: 10.26434/chemrxiv-2024-4l3t8
![](TOC/2024/xxx.jpg)
71. Iodine-Catalyzed Carbonyl-Alkyne Metathesis Reactions
T. Arndt, M. Breugst,* ChemRxiv, 2024.
DOI: 10.26434/chemrxiv-2024-4l3t8
T. Arndt, M. Breugst,* ChemRxiv, 2024.
DOI: 10.26434/chemrxiv-2024-4l3t8
![](TOC/2024/xxx.jpg)
70. Pertechnetates – a structural study across the periodic table
E. Strub,* D. Grödler,* D. Zaratti, C. Yong, L. Dünnebier, S. Bazhenova, M. Roca Jungfer, M. Breugst,* M. Zegke* Chem. Eur. J., 2024, 30, e202400131.
DOI: 10.1002/chem.202400131
E. Strub,* D. Grödler,* D. Zaratti, C. Yong, L. Dünnebier, S. Bazhenova, M. Roca Jungfer, M. Breugst,* M. Zegke* Chem. Eur. J., 2024, 30, e202400131.
DOI: 10.1002/chem.202400131
![](TOC/2024/chem202400131.jpg)
69. Two distinct protocols for the synthesis of unsymmetrical 3,4-disubstituted maleimides based on transition-metal catalysts
F. Bandehali-Naeini, Z. Tanbakouchian, N. Farajinia-Lehi, N. Mayer, M. Shiri,* M. Breugst,* Org. Biomol. Chem., 2024, 22, 380–387.
DOI: 10.1039/D3OB01620J
F. Bandehali-Naeini, Z. Tanbakouchian, N. Farajinia-Lehi, N. Mayer, M. Shiri,* M. Breugst,* Org. Biomol. Chem., 2024, 22, 380–387.
DOI: 10.1039/D3OB01620J
![](TOC/2024/D3OB01620J.gif)
2023
68. Concepts and Practical Aspects of Computational Chemistry (Book Chapter)
M. Breugst, in Enabling Tools and Techniques for Organic Synthesis (Ed. S. G. Newman), 2023, 259–311.
DOI: 10.1002/9781119855668.ch7
ISBN (print): 978-1-119-85563-7
M. Breugst, in Enabling Tools and Techniques for Organic Synthesis (Ed. S. G. Newman), 2023, 259–311.
DOI: 10.1002/9781119855668.ch7
ISBN (print): 978-1-119-85563-7
![](TOC/2023/978-1-119-85563-7.jpg)
67. Divergent synthesis of pyrrole carboxamides from pyrrole carboxaldehyde and formamides /amines via oxidative amidation involving pyrrole acyl radicals
J. K. Laha,* S. Panday, J. P. Weber, M. Breugst,* Chem. Commun., 2023, 60, 10259–10262.
DOI: 10.1039/D3CC02766J
J. K. Laha,* S. Panday, J. P. Weber, M. Breugst,* Chem. Commun., 2023, 60, 10259–10262.
DOI: 10.1039/D3CC02766J
![](TOC/2023/D3CC02766J.gif)
66. Transition Metal-Free Regioselective Phosphonation of Pyridines: Scope and Mechanism
V. Quint, T. H. V. Nguyen, G. Mathieu, S. Chelli, M. Breugst,* J.-F. Lohier, A.-C. Gaumont,S. Lakhdar,* ACS Org. Inorg. Au, 2023, 3, 151–157.
DOI: 10.1021/acsorginorgau.2c00055
V. Quint, T. H. V. Nguyen, G. Mathieu, S. Chelli, M. Breugst,* J.-F. Lohier, A.-C. Gaumont,S. Lakhdar,* ACS Org. Inorg. Au, 2023, 3, 151–157.
DOI: 10.1021/acsorginorgau.2c00055
![](TOC/2023/acsorginorgau.2c00055.jpeg)
65. Iodine-Catalyzed Claisen-Rearrangements of Allyl Aryl Ethers and Subsequent Iodocyclizations
T. Arndt, A. Raina, M. Breugst,* Chem. Asian J., 2023, 18, e202201279.
DOI: 10.1002/asia.202201279
T. Arndt, A. Raina, M. Breugst,* Chem. Asian J., 2023, 18, e202201279.
DOI: 10.1002/asia.202201279
![](TOC/2023/asia.202201279.jpg)
2022
64. TBHP-Mediated Denitrogenative Synthesis of Pyridine Carboxamides from Pyridine Carbohydrazides and Amines in Water
J. K. Laha,* A. Gupta, U. Gulati, M. K. Hunjan, J. P. Weber, M. Breugst,* Org. Chem. Front., 2022, 9, 6902–5908.
DOI: 10.1039/D2QO01465C
J. K. Laha,* A. Gupta, U. Gulati, M. K. Hunjan, J. P. Weber, M. Breugst,* Org. Chem. Front., 2022, 9, 6902–5908.
DOI: 10.1039/D2QO01465C
![](TOC/2022/D2QO01465C.gif)
63. Stereoselective Synthesis of 2-Oxyenamides
S.-C. Krieg, J. Grimmer, A. M. Pick, H. Kelm, M. Breugst, G. Manolikakes, Eur. J. Org. Chem., 2022, e202200772.
DOI: 10.1002/ejoc.202200772
S.-C. Krieg, J. Grimmer, A. M. Pick, H. Kelm, M. Breugst, G. Manolikakes, Eur. J. Org. Chem., 2022, e202200772.
DOI: 10.1002/ejoc.202200772
![](TOC/2022/ejoc.202200772.jpg)
62. pH-Controlled Intramolecular Decarboxylative Cyclization of Biarylacetic Acids: Implication on Umpolung Reactivity of Aroyl Radicals
J. K. Laha,* U. Gulati, Saima, T. Schulte, M. Breugst,* J. Org. Chem., 2022, 87, 6638–6656.
DOI: 10.1021/acs.joc.2c00295
J. K. Laha,* U. Gulati, Saima, T. Schulte, M. Breugst,* J. Org. Chem., 2022, 87, 6638–6656.
DOI: 10.1021/acs.joc.2c00295
![](TOC/2022/acs.joc.2c00295.jpeg)
61. Formation of Breslow Intermediates from N-Heterocyclic Carbenes and Aldehydes Involves Autocatalysis by the Breslow Intermediate, and a Hemiacetal
A. Wessels, M. Klußmann, M. Breugst, N. E. Schlörer, A. Berkessel, Angew. Chem. Int. Ed., 2022, 61, e202117682; Angew. Chem., 2022, 132, e202117682.
DOI: 10.1002/anie.202117682
Selected as a Hot Paper.
A. Wessels, M. Klußmann, M. Breugst, N. E. Schlörer, A. Berkessel, Angew. Chem. Int. Ed., 2022, 61, e202117682; Angew. Chem., 2022, 132, e202117682.
DOI: 10.1002/anie.202117682
Selected as a Hot Paper.
![](TOC/2022/anie.202117682.jpg)
60. Ammonium Pertechnetate in Mixtures of Trifluoromethanesulfonic Acid and Trifluoromethanesulfonic Anhydride
M. Zegke,* D. Grödler, M. Roca Jungfer, A. Haseloer, M. Kreuter, J. M. Neudörfl, T. Sittel, C. M. James, J. Rothe, M. Altmaier, A. Klein, M. Breugst,* U. Abram, E. Strub,* M. S. Wickleder,* Angew. Chem. Int. Ed., 2022, 61, e202113777; Angew. Chem., 2022, 134, e202113777.
DOI: 10.1002/anie.202113777
Selected as a Hot Paper.
M. Zegke,* D. Grödler, M. Roca Jungfer, A. Haseloer, M. Kreuter, J. M. Neudörfl, T. Sittel, C. M. James, J. Rothe, M. Altmaier, A. Klein, M. Breugst,* U. Abram, E. Strub,* M. S. Wickleder,* Angew. Chem. Int. Ed., 2022, 61, e202113777; Angew. Chem., 2022, 134, e202113777.
DOI: 10.1002/anie.202113777
Selected as a Hot Paper.
![](TOC/2022/anie.202113777.jpg)
2021
59. Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes
V. Pitchumani, M. Breugst, D. W. Lupton, Org. Lett., 2021, 23, 9413–9418.
DOI: 10.1021/acs.orglett.1c03554
V. Pitchumani, M. Breugst, D. W. Lupton, Org. Lett., 2021, 23, 9413–9418.
DOI: 10.1021/acs.orglett.1c03554
![](TOC/2021/acs.orglett.1c03554.jpeg)
58. Some Surprising Transformations of Colchicone and other Colchicine-derived Tropolones
A., P. Hilken nee Thomopoulou, T. Schulte, J.-M. Neudörfl, M. Breugst,* H.-G. Schmalz,* Eur. J. Org. Chem., 2021, 6375–6382.
DOI: 10.1002/ejoc.202100999
Selected as a VIP Paper.
A., P. Hilken nee Thomopoulou, T. Schulte, J.-M. Neudörfl, M. Breugst,* H.-G. Schmalz,* Eur. J. Org. Chem., 2021, 6375–6382.
DOI: 10.1002/ejoc.202100999
Selected as a VIP Paper.
![](TOC/2021/ejoc.202100999.jpg)
57. Iodine‐Catalyzed Diels‐Alder Reactions
T. Arndt, P. K. Wagner, J. J. Koenig, M. Breugst,* ChemCatChem, 2021, 13, 2922–2930.
DOI: 10.1002/cctc.202100342
Invited contribution to the special collection Young Researchers Series
T. Arndt, P. K. Wagner, J. J. Koenig, M. Breugst,* ChemCatChem, 2021, 13, 2922–2930.
DOI: 10.1002/cctc.202100342
Invited contribution to the special collection Young Researchers Series
![](TOC/2021/cctc.202100342.jpg)
56. Catalysis by Molecular Iodine (Book Chapter)
J. J. König, M. Breugst,* in Halogen Bonding in Solution (Ed. S. M. Huber), 2021, 233–268.
DOI: 10.1002/9783527825738.ch7
ISBN (print): 978-3-527-34731-5
J. J. König, M. Breugst,* in Halogen Bonding in Solution (Ed. S. M. Huber), 2021, 233–268.
DOI: 10.1002/9783527825738.ch7
ISBN (print): 978-3-527-34731-5
![](TOC/2021/9783527825738.ch7.jpg)
55. Breslow Intermediates (Aminoenols) and their Keto Tautomers: First Gas‐Phase Characterization by IR Ion Spectroscopy
M. Paul, K. Peckelsen, T. Thomulka, J. Martens, G. Berden, J. Oomens, J. M. Neudörfl, M. Breugst,* A. J. H. M. Meijer,* M. Schäfer,* A. Berkessel,* Chem. Eur. J., 2021, 27, 2662–2669.
DOI: 10.1002/chem.202003454
Selected as a VIP Paper
M. Paul, K. Peckelsen, T. Thomulka, J. Martens, G. Berden, J. Oomens, J. M. Neudörfl, M. Breugst,* A. J. H. M. Meijer,* M. Schäfer,* A. Berkessel,* Chem. Eur. J., 2021, 27, 2662–2669.
DOI: 10.1002/chem.202003454
Selected as a VIP Paper
![](TOC/2021/chem.202003454.jpg)
2020
54. Enantioselective N-Heterocyclic Carbene Catalysis via the Acyl Azolium without Exogenous Oxidants
J. Cao, R. Gillard, A. Jahanbakhsh, M. Breugst, D. W. Lupton, ACS Catal., 2020, 10, 11791–11796.
DOI: 10.1021/acscatal.0c02705
J. Cao, R. Gillard, A. Jahanbakhsh, M. Breugst, D. W. Lupton, ACS Catal., 2020, 10, 11791–11796.
DOI: 10.1021/acscatal.0c02705
![](TOC/2020/acscatal.0c02705.jpeg)
53. Competition Between N and O: Use of Diazine N-Oxides as a Test Case for the Marcus Theory Rationale for Ambident Reactivity
K. Sheehy, L. M. Bateman, N. T. Flosbach, M. Breugst,* P. A. Byrne,* Chem. Sci., 2020, 11, 9630–9647.
DOI: 10.1039/D0SC02834G
K. Sheehy, L. M. Bateman, N. T. Flosbach, M. Breugst,* P. A. Byrne,* Chem. Sci., 2020, 11, 9630–9647.
DOI: 10.1039/D0SC02834G
![](TOC/2020/D0SC02834G.gif)
52. Experimental and Computational Investigations of the Reaction between α,β‐unsaturated Lactones and 1,3‐Dienes by Cooperative Lewis‐Acid/Brønsted‐Acid Catalysis
A. Weber, M. Breugst,* J. Pietruszka,* Angew. Chem. Int. Ed., 2020, 59, 18709–18716; Angew. Chem., 2020, 132, 18868–18875.
DOI: 10.1002/anie.202008365
A. Weber, M. Breugst,* J. Pietruszka,* Angew. Chem. Int. Ed., 2020, 59, 18709–18716; Angew. Chem., 2020, 132, 18868–18875.
DOI: 10.1002/anie.202008365
![](TOC/2020/anie.202008365.jpg)
51. σ‐Hole Interactions in Catalysis
M. Breugst,* J. J. König, Eur. J. Org. Chem., 2020, 5473–5487.
DOI: 10.1002/ejoc.202000660
Selected as a VIP Paper. Also included in the virtual issue: Hot Topic: Organocatalysis
M. Breugst,* J. J. König, Eur. J. Org. Chem., 2020, 5473–5487.
DOI: 10.1002/ejoc.202000660
Selected as a VIP Paper. Also included in the virtual issue: Hot Topic: Organocatalysis
![](TOC/2020/ejoc.202000660.jpg)
50. The Huisgen Reaction – Milestones of the 1,3-Dipolar Cycloaddition
M. Breugst,* H. Reißig,* Angew. Chem. Int. Ed., 2020, 59, 12293–12307; Angew. Chem., 2020, 132, 12389–12404.
DOI: 10.1002/anie.202003115
Also included in the virtual issues: Hot Topic: Click Chemistry and In memory of Rolf Huisgen
M. Breugst,* H. Reißig,* Angew. Chem. Int. Ed., 2020, 59, 12293–12307; Angew. Chem., 2020, 132, 12389–12404.
DOI: 10.1002/anie.202003115
Also included in the virtual issues: Hot Topic: Click Chemistry and In memory of Rolf Huisgen
![](TOC/2020/anie.202003115.jpg)
49. Unambiguous Identification of N- or O-Alkylation of Aromatic Nitrogen Heterocycles and N-Oxides Using 1H-15N HMBC NMR Spectroscopy
K. J. Sheehy, L. M. Bateman, N. T. Flosbach, M. Breugst,* P. A. Byrne,* Eur. J. Org. Chem., 2020, 3270–3281.
DOI: 10.1002/ejoc.202000329
Also included in the virtual issue: In memory of Rolf Huisgen
K. J. Sheehy, L. M. Bateman, N. T. Flosbach, M. Breugst,* P. A. Byrne,* Eur. J. Org. Chem., 2020, 3270–3281.
DOI: 10.1002/ejoc.202000329
Also included in the virtual issue: In memory of Rolf Huisgen
![](TOC/2020/ejoc.202000329.jpg)
48. Synthesis of the 8,19‐Epoxysteroid Eurysterol A
Ö. Taspinar, T. Wilczek, J. Erver, M. Breugst, J.-M. Neudörfl, H.-G. Schmalz, Chem. Eur. J., 2020, 26, 4256–4260.
DOI: 10.1002/chem.202000585
Ö. Taspinar, T. Wilczek, J. Erver, M. Breugst, J.-M. Neudörfl, H.-G. Schmalz, Chem. Eur. J., 2020, 26, 4256–4260.
DOI: 10.1002/chem.202000585
![](TOC/2020/chem.202000585.jpg)
47. Enantioselective Allylation of Indoles: A Surprising Diastereoselectivity
P. Ullrich, J. Schmauck, M. Brauns, M. Mantel, M. Breugst,* J. Pietruszka,* J. Org. Chem., 2020, 85, 1894–1905.
DOI: 10.1021/acs.joc.9b02573
P. Ullrich, J. Schmauck, M. Brauns, M. Mantel, M. Breugst,* J. Pietruszka,* J. Org. Chem., 2020, 85, 1894–1905.
DOI: 10.1021/acs.joc.9b02573
![](TOC/2020/acs.joc.9b02573.jpeg)
2019
46. The Technical Synthesis of 1,5,9-Cyclododecatriene Revisited: Surprising By-products from a Venerable Industrial Process
F. Thrun, V. Hickmann, C. Stock, A. Schaefer, W. Maier, M. Breugst, N. E. Schlörer, A. Berkessel, H. Teles, J. Org. Chem., 2019, 84, 13211–13220.
DOI: 10.1021/acs.joc.9b01633
Selected as a Featured Article.
F. Thrun, V. Hickmann, C. Stock, A. Schaefer, W. Maier, M. Breugst, N. E. Schlörer, A. Berkessel, H. Teles, J. Org. Chem., 2019, 84, 13211–13220.
DOI: 10.1021/acs.joc.9b01633
Selected as a Featured Article.
![](TOC/2019/acs.joc.9b01633.jpeg)
45. N-Heterocyclic Carbene Catalyzed (5 + 1) Annulations Exploiting a Vinyl Dianion Synthon Strategy
X. B. Nguyen, Y. Nakano, N. M. Duggan, L. Scott, M. Breugst, D. W. Lupton, Angew. Chem. Int. Ed., 2019, 58, 11483–11490; Angew. Chem., 2019, 131, 11607–11614.
DOI: 10.1002/anie.201905475
X. B. Nguyen, Y. Nakano, N. M. Duggan, L. Scott, M. Breugst, D. W. Lupton, Angew. Chem. Int. Ed., 2019, 58, 11483–11490; Angew. Chem., 2019, 131, 11607–11614.
DOI: 10.1002/anie.201905475
![](TOC/2019/anie.201905475.jpg)
44. Ambident Reactivity of Phenolate Anions Revisited: A Quantitative Approach to Phenolate Reactivities
R. J. Mayer, M. Breugst, N. Hampel, A. R. Ofial, H. Mayr, J. Org. Chem., 2019, 84, 8837–8858.
DOI: 10.1021/acs.joc.9b01485
Selected as a Featured Article.
R. J. Mayer, M. Breugst, N. Hampel, A. R. Ofial, H. Mayr, J. Org. Chem., 2019, 84, 8837–8858.
DOI: 10.1021/acs.joc.9b01485
Selected as a Featured Article.
![](TOC/2019/acs.joc.9b01485.jpeg)
43. Iodine-Catalyzed Nazarov Cyclizations
J. J. König, T. Arndt, N. Gildemeister, J.-M. Neudörfl, M. Breugst*, J. Org. Chem., 2019, 84, 7587–7605.
DOI: 10.1021/acs.joc.9b01083
Selected as a Featured Article.
J. J. König, T. Arndt, N. Gildemeister, J.-M. Neudörfl, M. Breugst*, J. Org. Chem., 2019, 84, 7587–7605.
DOI: 10.1021/acs.joc.9b01083
Selected as a Featured Article.
![](TOC/2019/acs.joc.9b01083.jpeg)
42. Philicity of Acetonyl and Benzoyl Radicals: a Comparative Experimental and Computational Study
R. H. Verschueren, J. Schmauck, M. S. Perryman, H.-L. Yue, J. Riegger, B. Schweitzer-Chaput, M. Breugst,* M. Klussmann,* Chem. Eur. J., 2019, 25, 9088–9097.
DOI: 10.1002/chem.201901439
Selected as a Hot Paper.
R. H. Verschueren, J. Schmauck, M. S. Perryman, H.-L. Yue, J. Riegger, B. Schweitzer-Chaput, M. Breugst,* M. Klussmann,* Chem. Eur. J., 2019, 25, 9088–9097.
DOI: 10.1002/chem.201901439
Selected as a Hot Paper.
![](TOC/2019/chem.201901439.jpg)
41. Radical Addition of Ketones and Cyanide to Olefins via Acid Catalyzed Formation of Intermediate Alkenyl Peroxides
W. Shao, M. Lux, M. Breugst, M. Klussmann, Org. Chem. Front., 2019, 6, 1796–1800.
DOI: 10.1039/C9QO00447E
W. Shao, M. Lux, M. Breugst, M. Klussmann, Org. Chem. Front., 2019, 6, 1796–1800.
DOI: 10.1039/C9QO00447E
![](TOC/2019/C9QO00447E.gif)
40. Intermediates of N‐Heterocyclic Carbene (NHC) Dimerization Probed in the Gas Phase by Ion Mobility Mass Spectrometry: C‐H⋯:C Hydrogen Bonding vs. Covalent Dimer Formation
M. Paul,* E. Detmar, M. Schlangen, M. Breugst,* J.-M. Neudörfl, H. Schwarz, A. Berkessel,* M. Schäfer,* Chem. Eur. J., 2019, 67, 2511–2518.
DOI: 10.1002/chem.201803641
M. Paul,* E. Detmar, M. Schlangen, M. Breugst,* J.-M. Neudörfl, H. Schwarz, A. Berkessel,* M. Schäfer,* Chem. Eur. J., 2019, 67, 2511–2518.
DOI: 10.1002/chem.201803641
![](TOC/2019/chem.201803641.jpg)
39. Carbonyl-Olefin Metathesis Catalyzed by Molecular Iodine
U. P. N. Tran, G. Oss, M. Breugst, E. Detmar, D. P. Pace, K. Liyanto, T. V. Nguyen, ACS Catal., 2019, 9, 912–919.
DOI: 10.1021/acscatal.8b03769
U. P. N. Tran, G. Oss, M. Breugst, E. Detmar, D. P. Pace, K. Liyanto, T. V. Nguyen, ACS Catal., 2019, 9, 912–919.
DOI: 10.1021/acscatal.8b03769
![](TOC/2019/acscatal.8b03769.jpeg)
38. Reaktionen im kontinuierlichen Strom
J. König, M. Breugst,* Nachr. Chem., 2019, 67, 81–85.
DOI: 10.1002/nadc.20194084228
J. König, M. Breugst,* Nachr. Chem., 2019, 67, 81–85.
DOI: 10.1002/nadc.20194084228
![](TOC/2019/nadc.20194084228.png)
2018
37. Katalyse mit elektrophilen Phosphoniumionen
J. Schmauck, M. Breugst,* Nachr. Chem., 2018, 66, 862–865.
DOI: 10.1002/nadc.20184077309
J. Schmauck, M. Breugst,* Nachr. Chem., 2018, 66, 862–865.
DOI: 10.1002/nadc.20184077309
![](TOC/2017/nadc.20184077309.png)
36. Redetermination of the Solvent-Free Crystal Structure of L-Proline
J. J. König, J.-M. Neudörfl, A. Hansen, M. Breugst,* Acta Crystallogr., Sect. E: Crystallogr. Commun., 2018, E74, 1067–1070.
DOI: 10.1107/S2056989018009490
J. J. König, J.-M. Neudörfl, A. Hansen, M. Breugst,* Acta Crystallogr., Sect. E: Crystallogr. Commun., 2018, E74, 1067–1070.
DOI: 10.1107/S2056989018009490
![](TOC/2017/S2056989018009490.png)
35. Visible Light–Mediated Metal–Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations
W. Lecroq, P. Bazille, F. Morlet-Savary, J. Lalevée, M. Breugst,* A.-C. Gaumont, S. Lakhdar,* Org. Lett., 2018, 20, 4164–4167.
DOI: 10.1021/acs.orglett.8b01379
selected for the Organic Letters Global Enterprise Virtual Issue
highlighted on www.organic-chemistry.org: link
W. Lecroq, P. Bazille, F. Morlet-Savary, J. Lalevée, M. Breugst,* A.-C. Gaumont, S. Lakhdar,* Org. Lett., 2018, 20, 4164–4167.
DOI: 10.1021/acs.orglett.8b01379
selected for the Organic Letters Global Enterprise Virtual Issue
highlighted on www.organic-chemistry.org: link
![](TOC/2017/acs.orglett.8b01379.jpeg)
34. Cobalt-Catalyzed C–H Cyanations: Insights into the Reaction Mechanism and the Role of London Dispersion
E. Detmar, V. Müller, D. Zell, L. Ackermann,* M. Breugst,* Beilstein J. Org. Chem., 2018, 14, 1537–1545.
DOI: 10.3762/bjoc.14.130
Invited contribution to the Thematic Series Dispersion interactions.
E. Detmar, V. Müller, D. Zell, L. Ackermann,* M. Breugst,* Beilstein J. Org. Chem., 2018, 14, 1537–1545.
DOI: 10.3762/bjoc.14.130
Invited contribution to the Thematic Series Dispersion interactions.
33. Sperrige Substituenten – Zwischen Attraktion und Repulsion
J. J. König, M. Breugst,* Nachr. Chem., 2018, 66, 505–509.
DOI: 10.1002/nadc.20184073225
J. J. König, M. Breugst,* Nachr. Chem., 2018, 66, 505–509.
DOI: 10.1002/nadc.20184073225
![](TOC/2017/nadc.20184073225.png)
32. Regioselective 1,3-Dipolar Cycloadditions of Diazoalkanes with Heteroatom-Substituted Alkynes: Theory and Experiment
M. Breugst,* R. Huisgen, H.-U. Reissig,* Eur. J. Org. Chem., 2018, 2477–2485.
DOI: 10.1002/ejoc.201800100
invited contribution for the 20th Anniversary (Celebrating the Past, Present and Future)
highlighted in a ChemViews Magazine interview with the authors
M. Breugst,* R. Huisgen, H.-U. Reissig,* Eur. J. Org. Chem., 2018, 2477–2485.
DOI: 10.1002/ejoc.201800100
invited contribution for the 20th Anniversary (Celebrating the Past, Present and Future)
highlighted in a ChemViews Magazine interview with the authors
![](TOC/2017/ejoc.201800100.jpg)
31. Mechanisms in Iodine Catalysis
M. Breugst,* D. von der Heiden, Chem. Eur. J., 2018, 24, 9187–9199.
DOI: 10.1002/chem.201706136
Selected by the Editorial Office for the Showcase of outstanding Review-type articles.
M. Breugst,* D. von der Heiden, Chem. Eur. J., 2018, 24, 9187–9199.
DOI: 10.1002/chem.201706136
Selected by the Editorial Office for the Showcase of outstanding Review-type articles.
![](TOC/2017/chem.201706136.jpg)
30. Activation of Michael Acceptors by Halogen-Bond Donors
D. von der Heiden, E. Detmar, R. Kuchta, M. Breugst,* Synlett, 2018, 1307–1313.
DOI: 10.1055/s-0036-1591841
invited contribution for the Special Section 9th EuCheMS Organic Division Young Investigator Workshop
D. von der Heiden, E. Detmar, R. Kuchta, M. Breugst,* Synlett, 2018, 1307–1313.
DOI: 10.1055/s-0036-1591841
invited contribution for the Special Section 9th EuCheMS Organic Division Young Investigator Workshop
![](TOC/2017/s-0036-1591841.gif)
2017
29. The potential of pnicogen bonding for catalysis – A computational study
J. Schmauck, M. Breugst,* Org. Biomol. Chem., 2017, 15, 8037–8045.
DOI: 10.1039/C7OB01599B
J. Schmauck, M. Breugst,* Org. Biomol. Chem., 2017, 15, 8037–8045.
DOI: 10.1039/C7OB01599B
![](TOC/2017/C7OB01599B.png)
28. Kinetics of Electrophilic Alkylations of Barbiturate and Thiobarbiturate Anions
A. Schade, I. Tchernook, M. Bauer, A. Oehlke, M. Breugst, J. Friedrich, S. Spange, J. Org. Chem., 2017, 82, 8476–8488.
DOI: 10.1021/acs.joc.7b01223
A. Schade, I. Tchernook, M. Bauer, A. Oehlke, M. Breugst, J. Friedrich, S. Spange, J. Org. Chem., 2017, 82, 8476–8488.
DOI: 10.1021/acs.joc.7b01223
![](TOC/2017/acs.joc.7b01223.jpeg)
27. Novel Noncovalent Interactions in Catalysis: A Focus on Halogen, Chalcogen, and Anion-π Bonding
M. Breugst,* D. von der Heiden, J. Schmauck, Synthesis, 2017, 49, 3224–3236.
DOI: 10.1055/s-0036-1588838
M. Breugst,* D. von der Heiden, J. Schmauck, Synthesis, 2017, 49, 3224–3236.
DOI: 10.1055/s-0036-1588838
![](TOC/2017/s-0036-1588838.gif)
26. Highly Enantioselective Allylation of Ketones - An Efficient Approach to all Stereoisomers of Tertiary Homoallylic Alcohols
M. Brauns, M. Mantel, J. Schmauck, M. Guder, M. Breugst,* J. Pietruszka,* Chem. Eur. J., 2017, 23, 12136–12140.
DOI: 10.1002/chem.201701740
M. Brauns, M. Mantel, J. Schmauck, M. Guder, M. Breugst,* J. Pietruszka,* Chem. Eur. J., 2017, 23, 12136–12140.
DOI: 10.1002/chem.201701740
![](TOC/2017/chem.201701740.jpg)
25. Reaction Mechanism of Iodine-Catalyzed Michael Additions
D. von der Heiden, S. Bozkus, M. Klussmann, M. Breugst,* J. Org. Chem. 2017, 82, 4037–4043.
DOI: 10.1021/acs.joc.7b00445
Selected as a Featured Article.
D. von der Heiden, S. Bozkus, M. Klussmann, M. Breugst,* J. Org. Chem. 2017, 82, 4037–4043.
DOI: 10.1021/acs.joc.7b00445
Selected as a Featured Article.
![](TOC/2017/acs.joc.7b00445.jpeg)
2016
24. A Metal–Free Synthesis of 6–Phosphorylated Phenanthridines: Synthetic and Mechanistic Insights
L. Noël-Duchesneau, E. Lagadic, F. Morlet-Savary, J.-F. Lohier, I. Chataigner, M. Breugst,* J. Lalevée, A.-C. Gaumont, S. Lakhdar,* Org. Lett. 2016, 18, 5900–5903.
DOI: 10.1021/acs.orglett.6b02983
Highlighted in Synfacts 2017, 13, 140.
L. Noël-Duchesneau, E. Lagadic, F. Morlet-Savary, J.-F. Lohier, I. Chataigner, M. Breugst,* J. Lalevée, A.-C. Gaumont, S. Lakhdar,* Org. Lett. 2016, 18, 5900–5903.
DOI: 10.1021/acs.orglett.6b02983
Highlighted in Synfacts 2017, 13, 140.
![](TOC/2016/acs.orglett.6b02983.jpeg)
23. Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C-H Functionalization
L. Ma, A. Paul, M. Breugst,* D. Seidel,* Chem. Eur. J. 2016, 22, 18179–18189.
DOI: 10.1002/chem.201603839
L. Ma, A. Paul, M. Breugst,* D. Seidel,* Chem. Eur. J. 2016, 22, 18179–18189.
DOI: 10.1002/chem.201603839
![](TOC/2016/chem.201603839.jpg)
22. Influence of the N-Substituents on the Nucleophilicity and Lewis Basicity of N-Heterocyclic Carbenes
A. Levens, F. An, M. Breugst, H. Mayr, D. W. Lupton, Org. Lett. 2016, 18, 3566–3569.
DOI: 10.1021/acs.orglett.6b01525
A. Levens, F. An, M. Breugst, H. Mayr, D. W. Lupton, Org. Lett. 2016, 18, 3566–3569.
DOI: 10.1021/acs.orglett.6b01525
![](TOC/2016/acs.orglett.6b01525.jpeg)
21. Origin of the Catalytic Effects of Molecular Iodine – A Computational Analysis
M. Breugst,* E. Detmar, D. von der Heiden, ACS Catal. 2016, 6, 3203–3212.
DOI: 10.1021/acscatal.6b00447
M. Breugst,* E. Detmar, D. von der Heiden, ACS Catal. 2016, 6, 3203–3212.
DOI: 10.1021/acscatal.6b00447
![](TOC/2016/acscatal.6b00447.jpeg)
20. Quantification of the Nucleophilic Reactivity of Nicotine
P. A. Byrne, S. Kobayashi, M. Breugst, H. Laub, H. Mayr, J. Phys. Org. Chem. 2016, 29, 759–767.
DOI: 10.1002/poc.3580
P. A. Byrne, S. Kobayashi, M. Breugst, H. Laub, H. Mayr, J. Phys. Org. Chem. 2016, 29, 759–767.
DOI: 10.1002/poc.3580
![](TOC/2016/poc.3580.jpg)
19. Keto-Enol Thermodynamics of Breslow Intermediates
M. Paul, M. Breugst, J.-M. Neudörfl, R. B. Sunoj, A. Berkessel, J. Am. Chem. Soc. 2016, 138, 5044–5051.
DOI: 10.1021/jacs.5b13236
M. Paul, M. Breugst, J.-M. Neudörfl, R. B. Sunoj, A. Berkessel, J. Am. Chem. Soc. 2016, 138, 5044–5051.
DOI: 10.1021/jacs.5b13236
![](TOC/2016/jacs.5b13236.jpeg)
18. Enantioselective Catalysts for the Synthesis of α-Substituted Allyboronates - An Accelerated Approach towards Isomerically Pure Homoallylic Alcohols
M. Brauns, F. Muller, D. Gülden, D. Böse, W. Frey, M. Breugst,* J. Pietruszka,* Angew. Chem. Int. Ed. 2016, 55, 1548–1552; Angew. Chem. 2016, 128, 1574–1578.
DOI: 10.1002/anie.201509198
M. Brauns, F. Muller, D. Gülden, D. Böse, W. Frey, M. Breugst,* J. Pietruszka,* Angew. Chem. Int. Ed. 2016, 55, 1548–1552; Angew. Chem. 2016, 128, 1574–1578.
DOI: 10.1002/anie.201509198
![](TOC/2016/anie.201509198.jpg)
2015
17. Mit molekularem Iod katalysieren
M. Breugst, Nachr. Chem. 2015, 63, 1180–1183.
DOI: 10.1002/nadc.201590404
M. Breugst, Nachr. Chem. 2015, 63, 1180–1183.
DOI: 10.1002/nadc.201590404
![](TOC/2015/nadc.201590404.png)
16. Asymmetric Redox-Annulation of Cyclic Amines
Y. Kang, W. Chen, M. Breugst,* D. Seidel,* J. Org. Chem. 2015, 80, 9628–9640.
DOI: 10.1021/acs.joc.5b01384
Y. Kang, W. Chen, M. Breugst,* D. Seidel,* J. Org. Chem. 2015, 80, 9628–9640.
DOI: 10.1021/acs.joc.5b01384
![](TOC/2015/acs.joc.5b01384.jpeg)
15. Experimental and Computational Studies on the C-H Amination Mechanism of Tetrahydrocarbazoles via Hydroperoxides
N. Gulzar, K. M. Jones, H. Konnerth, M. Breugst,* M. Klussmann,* Chem. Eur. J. 2015, 21, 3367–3376.
DOI: 10.1002/chem.201405376
N. Gulzar, K. M. Jones, H. Konnerth, M. Breugst,* M. Klussmann,* Chem. Eur. J. 2015, 21, 3367–3376.
DOI: 10.1002/chem.201405376
![](TOC/2015/chem.201405376.jpg)
2014
14. Computational Analysis of Cyclophane-Based Bisthiourea-Catalyzed Henry Reactions
M. Breugst,* K. N. Houk* J. Org. Chem. 2014, 79, 6302–6309.
DOI: 10.1021/jo501227m
M. Breugst,* K. N. Houk* J. Org. Chem. 2014, 79, 6302–6309.
DOI: 10.1021/jo501227m
![](TOC/2014/jo501227m.jpeg)
13. Redox-Neutral α-Sulfenylation of Secondary Amines: Ring-Fused N,S-Acetals
C. L. Jarvis, M. T. Richers, M. Breugst, K. N. Houk, D. Seidel, Org. Lett. 2014, 16, 3556–3559.
DOI: 10.1021/ol501509b
C. L. Jarvis, M. T. Richers, M. Breugst, K. N. Houk, D. Seidel, Org. Lett. 2014, 16, 3556–3559.
DOI: 10.1021/ol501509b
![](TOC/2014/ol501509b.jpeg)
12. Redox-Neutral α-Oxygenation of Amines: Reaction Development and Elucidation of the Mechanism
M. T. Richers, M. Breugst, A. Y. Platonova, A. Ullrich, A. Dieckmann, K. N. Houk, D. Seidel, J. Am. Chem. Soc. 2014, 136, 6123–6135.
DOI: 10.1021/ja501988b
M. T. Richers, M. Breugst, A. Y. Platonova, A. Ullrich, A. Dieckmann, K. N. Houk, D. Seidel, J. Am. Chem. Soc. 2014, 136, 6123–6135.
DOI: 10.1021/ja501988b
![](TOC/2014/ja501988b.jpeg)
11. δ-Deuterium Isotope Effects as Probes for Transition State Structures of Isoprenoid Substrates
S.-r. Choi, M. Breugst, K. N. Houk, C. D. Poulter, J. Org. Chem. 2014, 79, 3572–3580.
DOI: 10.1021/jo500394u
S.-r. Choi, M. Breugst, K. N. Houk, C. D. Poulter, J. Org. Chem. 2014, 79, 3572–3580.
DOI: 10.1021/jo500394u
![](TOC/2014/jo500394u.jpeg)
Earlier Publications
10. Synergistic Effects Between Lewis and Brønsted Acids – Application to the Prins Cyclization
M. Breugst,* R. Grée, K. N. Houk,* J. Org. Chem. 2013, 78, 9892–9897.
DOI: 10.1021/jo401628e
M. Breugst,* R. Grée, K. N. Houk,* J. Org. Chem. 2013, 78, 9892–9897.
DOI: 10.1021/jo401628e
![](TOC/Older/jo401628e.jpeg)
09. Theoretical Exploration of the Mechanism of Riboflavin Formation from 6,7-Dimethyl-8-ribityl-lumazine: Hydride Transfer, Hydrogen Atom Transfer, Nucleophilic Addition, or Nucleophilic Catalysis?
M. Breugst, A. Eschenmoser, K. N. Houk, J. Am. Chem. Soc. 2013, 135, 6658–6668.
DOI: 10.1021/ja402099f
M. Breugst, A. Eschenmoser, K. N. Houk, J. Am. Chem. Soc. 2013, 135, 6658–6668.
DOI: 10.1021/ja402099f
![](TOC/Older/ja402099f.jpeg)
08. Zwitterions and Unobserved Intermediates in Organocatalytic Diels-Alder Reactions of Linear and Cross-Conjugated Trienamines
A. Dieckmann, M. Breugst, K. N. Houk, J. Am. Chem. Soc. 2013, 135, 3237–3242.
DOI: 10.1021/ja312043g
Highlighted in Comp. Chem. Highlights, 2013, 2013.04.zwitterions.
A. Dieckmann, M. Breugst, K. N. Houk, J. Am. Chem. Soc. 2013, 135, 3237–3242.
DOI: 10.1021/ja312043g
Highlighted in Comp. Chem. Highlights, 2013, 2013.04.zwitterions.
![](TOC/Older/ja312043.jpeg)
07. Nucleophilic Reactivities of the Anions of Nucleobases and Their Subunits
M. Breugst, F. Corral Bautista, H. Mayr, Chem. Eur. J. 2012, 18, 127–137.
DOI: 10.1002/chem.201102411
Selected as a VIP Paper.
M. Breugst, F. Corral Bautista, H. Mayr, Chem. Eur. J. 2012, 18, 127–137.
DOI: 10.1002/chem.201102411
Selected as a VIP Paper.
![](TOC/Older/chem.201102411.jpg)
06. N-Heterocyclic Carbenes: Organocatalysts with Moderate Nucleophilicity but Extraordinarily High Lewis Basicity
B. Maji, M. Breugst, H. Mayr, Angew. Chem. Int. Ed. 2011, 50, 6915–6919; Angew. Chem. 2011, 123, 7047–7052.
DOI: 10.1002/anie.201102435
B. Maji, M. Breugst, H. Mayr, Angew. Chem. Int. Ed. 2011, 50, 6915–6919; Angew. Chem. 2011, 123, 7047–7052.
DOI: 10.1002/anie.201102435
05. Farewell to the HSAB Treatment of Ambident Reactivity
H. Mayr, M. Breugst, A. R. Ofial, Angew. Chem. Int. Ed. 2011, 50, 6470–6505; Angew. Chem. 2011, 123, 6598–6634.
DOI: 10.1002/anie.201007100
H. Mayr, M. Breugst, A. R. Ofial, Angew. Chem. Int. Ed. 2011, 50, 6470–6505; Angew. Chem. 2011, 123, 6598–6634.
DOI: 10.1002/anie.201007100
![](TOC/Older/anie.201007100.png)
04. Ambident Reactivities of Pyridone Anions
M. Breugst, H. Mayr, J. Am. Chem. Soc. 2010, 132, 15380–15389.
DOI: 10.1021/ja106962u
M. Breugst, H. Mayr, J. Am. Chem. Soc. 2010, 132, 15380–15389.
DOI: 10.1021/ja106962u
![](TOC/Older/ja106962u.jpeg)
03. Nucleophilic Reactivities of Imide and Amide Anions
M. Breugst, T. Tokuyasu, H. Mayr, J. Org. Chem. 2010, 75, 5050–5258.
DOI: 10.1021/jo1009883
M. Breugst, T. Tokuyasu, H. Mayr, J. Org. Chem. 2010, 75, 5050–5258.
DOI: 10.1021/jo1009883
![](TOC/Older/jo1009883.jpeg)
02. Marcus-Analysis of Ambident Reactivity
M. Breugst, H. Zipse, J. P. Guthrie, H. Mayr, Angew. Chem. Int. Ed. 2010, 49, 5165–5169; Angew. Chem. 2010, 122, 5291–5295. DOI: 10.1002/anie.201001574
M. Breugst, H. Zipse, J. P. Guthrie, H. Mayr, Angew. Chem. Int. Ed. 2010, 49, 5165–5169; Angew. Chem. 2010, 122, 5291–5295. DOI: 10.1002/anie.201001574
![](TOC/Older/anie.201001574.jpg)
01. Towards a General Scale of Nucleophilicity?
T. B. Phan, M. Breugst, H. Mayr, Angew. Chem. Int. Ed. 2006, 45, 3869–3874; Angew. Chem. 2006, 118, 3954–3959.
DOI: 10.1002/anie.200600542
Selected as a VIP Paper.
T. B. Phan, M. Breugst, H. Mayr, Angew. Chem. Int. Ed. 2006, 45, 3869–3874; Angew. Chem. 2006, 118, 3954–3959.
DOI: 10.1002/anie.200600542
Selected as a VIP Paper.
![](TOC/Older/anie.200600542.jpg)