(3+3)-Annulation of Donor–Acceptor Cyclopropanes with Diaziridines

The first example of (3+3)-annulation of two different three-membered rings is reported herein. Donor-acceptor cyclopropanes in reaction with diaziridines were found to afford perhydropyridazine derivatives in high yields and diastereoselectivity under mild Lewis acid catalysis. The disclosed reaction is applicable for the broad substrate scope and exhibits an excellent functional group tolerance. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Authors
Chagarovskiy A.O. 1 , Vasin V.S.1 , Kuznetsov V.V. 2 , Ivanova O.A. 3 , Rybakov V.B.3 , Shumsky A.N.4 , Makhova N.N.2 , Trushkov I.V. 1, 5
Journal
Angewandte Chemie - International Edition
Number of issue
32
Language
English
Pages
10338-10342
Status
Published
Link
External link
DOI
10.1002/anie.201805258
Volume
57
Year
2018
Organizations
  • 1 Dmitry Rogachev National Research Center of, Pediatric Hematology, Oncology and Immunology, Samory Mashela, 1, Moscow, 117997, Russian Federation
  • 2 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russian Federation
  • 3 Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 1–3, Moscow, 119991, Russian Federation
  • 4 Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Kosygina 4, Moscow, 119334, Russian Federation
  • 5 Faculty of Science, RUDN University, Miklukho-Maklaya 6, Moscow, 117198, Russian Federation
Keywords
annulation; diaziridines; donor–acceptor cyclopropanes; nitrogen heterocycles; small ring systems
Date of creation
19.10.2018
Date of change
28.09.2021
Short link
https://repository.rudn.ru/en/records/article/record/6481/
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