We are grateful to the Swiss National Foundation and the Stipendienfonds der Schweizerischen Chemischen Industrie (SSCI) for a fellowship to B.M.
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Communication
Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In Situ Generation of Trifluoromethyl Diazomethane†
Article first published online: 28 DEC 2009
DOI: 10.1002/anie.200905573
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Morandi, B. and Carreira, E. (2010), Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In Situ Generation of Trifluoromethyl Diazomethane. Angewandte Chemie International Edition, 49: 938–941. doi: 10.1002/anie.200905573
- †
Publication History
- Issue published online: 19 JAN 2010
- Article first published online: 28 DEC 2009
- Manuscript Received: 6 OCT 2009
Keywords:
- alkenes;
- cyclopropanation;
- homogeneous catalysis;
- iron;
- water
Graphical Abstract
Let's avoid the risk! The title transformation has been developed for the synthesis of trifluoromethyl-substituted cyclopropane derivatives (see scheme). It avoids the preparation of trifluoromethyl diazomethane and merges a number of areas: water as a reaction medium, iron catalysis, and access to reactive intermediates under operationally safe conditions.