Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations.

Beilstein J Org Chem

Barcelona Science Park, University of Barcelona, Baldiri Reixac 10-12, 08028 Barcelona, Spain ; Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Av. Joan XXIII sn, 08028 Barcelona, Spain.

Published: January 2014

The interaction of imines with isocyanides has been studied. The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon-nitrogen double bond of the imine to form the 4-membered ring system. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and also some mechanistic variations and structural features have been described.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3896293PMC
http://dx.doi.org/10.3762/bjoc.10.3DOI Listing

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