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

2018127 citationsJournal Article

Authors

Alexey O. Chagarovskiy · Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology

Vladimir S. Vasin · Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology

Vladimir V. Kuznetsov · N.D. Zelinsky Institute of Organic Chemistry

Оlga А. Ivanova · Lomonosov Moscow State University

Victor B. Rybakov · Lomonosov Moscow State University

Alexey N. Shumsky · Institute of Biochemical Physics NM Emanuel

Abstract

Abstract 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.

Topics & Keywords

Cyclopropane Reaction Mechanisms Synthesis and Catalytic Reactions Catalytic C–H Functionalization Methods

Publication Details

Published in: Angewandte Chemie International Edition

Volume 57, Issue 32, pp. 10338-10342

DOI: 10.1002/anie.201805258

Field-Weighted Citation Impact: 8.79

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

Authors

Abstract

Topics & Keywords

Publication Details