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Synthesis of Novel Heterocyclic Structures via Reaction of Isocyanides with S-trans-Enones

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journal contribution
posted on 31.08.2006, 00:00 by Jeffrey D. Winkler, Sylvie M. Asselin
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.