4.8 Article

Synthesis of novel heterocyclic structures via reaction of isocyanides with S-trans-enones

Journal

ORGANIC LETTERS
Volume 8, Issue 18, Pages 3975-3977

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol061451c

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The reaction of enone 1, bearing an internal nucleophilic moiety, i.e., furan or pyrrole ( X = O, NR'), with isocyanides is presented. The formation of products resulting from the reaction of the zwitterionic intermediate 2 with a second equivalent of isocyanide prior to cyclization to give 3, as well as the direct formation of 4 from 2, is described.

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