Tetrahedron letters

Synthesis of 1, 4-dihydro-benzo [d][1, 3] oxazin-2-ones from phthalides via an aminolysis-Hofmann rearrangement protocol

E Hernández, JM Vélez, CP Vlaar

Index: Hernandez, Eliud; Velez, Jessica M.; Vlaar, Cornelis P. Tetrahedron Letters, 2007 , vol. 48, # 51 p. 8972 - 8975

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Citation Number: 27

Abstract

A simple two-step procedure for the conversion of readily available phthalides to the corresponding benzoxazinones was developed. Initial ring-opening aminolysis to form a primary 2-hydroxymethylbenzamide, followed by reaction with bis (trifluoroacetoxy) iodobenzene (BTI) conveniently, provided a variety of 4-substituted benzoxazinones.