Tetrahedron

Formation of carbon-carbon single bonds from isocyanates and cyclic pentaoxyphosphoranes—VI: Synthesis of 4-oxazolones and 4-thiazolones, and a new type of …

F Ramirez, CD Telefus, VAV Prasad

Index: Ramirez,F. et al. Tetrahedron, 1975 , vol. 31, p. 2007 - 2014

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Citation Number: 14

Abstract

The reaction of 4, 5-dimethyl-2, 2, 2-trimethoxy-2, 2-dihydro-1, 3, 2-dioxaphospholene with carbomethoxy, carbopropoxy and N, N-diphenylcarbamyl isocyanates yields, respectively, 2- methoxy-, 2-propoxy-and 2-diphenylamino-5-acetyl-5-methyl-2-oxazolin-4-one. The reaction with carbophenoxy isocyanate gives two products in a proportion which depends on experimental conditions: 2-phenoxy-5-acetyl-5-methyl-2-oxalin-4-one (1: 1 stoichiometry) ...