(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

Авторы
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
Журнал
Angewandte Chemie - International Edition
Номер выпуска
32
Язык
Английский
Страницы
10338-10342
Статус
Опубликовано
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Внешняя ссылка
DOI
10.1002/ANIE.201805258
Том
57
Год
2018
Организации
  • 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
Ключевые слова
annulation; diaziridines; donor–acceptor cyclopropanes; nitrogen heterocycles; small ring systems
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