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J Am Chem Soc. 2006 Sep 13;128(36):11772-3.

Versatile, fragrant, convertible isonitriles.

Author information

1
Department of Chemistry, University of California, Riverside, California 92521, USA. michael.pirrung@ucr.edu

Abstract

The metalation of oxazoles leads to ring opening to the isocyanoenolate that can be O-acylated to give the unsaturated isonitriles. These substances undergo conventional multicomponent reactions. The products of their reactions are readily converted to acyl substitution products by treatment with acid and a nucleophile. These unsaturated isonitriles are notable by their simple preparations and, unusually, their nonoffensive odors.

PMID:
16953613
DOI:
10.1021/ja0644374

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