title: Synthesis of novel heterocyclic structures via reaction of isocyanides with S-trans-enones.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA. winkler@sas.upenn.edu
authors.forename: Jeffrey D
authors.initials: JD
authors.lastname: Winkler
authors.forename: Sylvie M
authors.initials: SM
authors.lastname: Asselin
mesh_terms: D003486:Cyanides / Q000737:chemistry*; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D003486:Cyanides; D006575:Heterocyclic Compounds, 3-Ring; D007659:Ketones