Reactive Double Bond Systems Via (3+ 2) Cycloreversion of Heterocycles

E Schaumann

Index: Schaumann, Ernst Bulletin des Societes Chimiques Belges, 1986 , vol. 95, # 11 p. 995 - 1008

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Citation Number: 12

Abstract

Abstract After deprotonation, saturated five-membered heterocyclic rings give a facile (3+ 2) cycloreversion. This approach is employed in syntheses of ketenes, thioaldehydes, thioketones, thioketenes and a thioquinone at low temperature. These highly reactive double-bond systems are usually trapped in situ using (2+ 2),(2+ 3), or (2+ 4) cycloadditions to give various types of heterocycles.