4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 32, Pages 10338-10342

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201805258

Keywords

annulation; diaziridines; donor-acceptor cyclopropanes; nitrogen heterocycles; small ring systems

Funding

  1. Russian Science Foundation [17-73-10404]
  2. Russian Science Foundation [17-73-10404] Funding Source: Russian Science Foundation

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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.

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