Synthesis of Novel Heterocyclic Structures via Reaction of Isocyanides with <i>S-trans</i>-Enones

2006-08-31T00:00:00Z (GMT) by Jeffrey D. Winkler Sylvie M. Asselin
The reaction of enone <b>1</b>, 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 <b>2</b> with a second equivalent of isocyanide prior to cyclization to give <b>3</b>, as well as the direct formation of <b>4</b> from <b>2</b>, is described.