Synlett 2012; 23(16): 2293-2297
DOI: 10.1055/s-0032-1317096
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© Georg Thieme Verlag Stuttgart · New York

Recent Developments in Nitrone Chemistry: Some Novel Transformations

Jiong Yang*
Department of Chemistry, Texas A&M University, College Station, Texas 77843-3255, USA, Fax: +1(979)8454719   Email: yang@mail.chem.tamu.edu
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Further Information

Publication History

Received: 06 July 2012

Accepted after revision: 23 July 2012

Publication Date:
11 September 2012 (online)

Abstract

Despite the long history of nitrone chemistry, novel transformations of nitrones continue to be discovered. This article describes some recent breakthroughs in the development of new transformations of nitrones. These new reactions include formal [3+3] cycloaddition of nitrones and vinylcarbenes to give 3,6-dihydro-1,2-oxazines, tandem cyclization–[3+3] cycloaddition of ­nitrones and enynones to give furo[3,4-d][1,2]oxazines, [2+2+3] cycloaddition of nitrones and 1,6-enynes to give tricyclic 1,2-ox­azepanes, reaction of nitrones and 2-azido acrylates to form 1,2,4,5-tetra­substituted imidazoles, and reactions of α,β-unsaturated N-aryl ketonitrones and activated alkynes to generate C3-quaternary indolenines.

 
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