Influence of an Internal Trifluoromethyl Group on the Rh(II)-Catalyzed Reactions of Vinyldiazocarbonyl Compounds

V.A. Nikolaev, M.B. Supurgibekov, H.M.L. Davies, J. Sieler, V.M. Zakharova

Research output: Contribution to journalArticle

Abstract

Incorporation of a trifluoromethyl group into the structure of 4-(alkoxycarbonyl)vinyldiazocarbonyl compounds greatly decreases the tendency of the carbenoid intermediates formed during Rh(II)-catalyzed reactions to undergo intermolecular processes. Instead, they are prone to experience intramolecular [1,5]- and [1,3]-electrocyclizations to produce reactive cyclopropenes and furans, and these are capable of further transformations.
Original languageEnglish
Pages (from-to)4239−4244
JournalJournal of Organic Chemistry
Volume78
StatePublished - 2013

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