Literature DB >> 16928052

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

Jeffrey D Winkler1, Sylvie M Asselin.   

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.

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Year:  2006        PMID: 16928052     DOI: 10.1021/ol061451c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  An interrupted Ugi reaction enables the preparation of substituted indoxyls and aminoindoles.

Authors:  John S Schneekloth; Jimin Kim; Erik J Sorensen
Journal:  Tetrahedron       Date:  2009-04-18       Impact factor: 2.457

  1 in total

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