Nickel-catalyzed transformations of 2, 1-benzisoxazoles with organozinc reagents

JS Baum, ME Condon, DA Shook

Index: Baum, Jonathan S.; Condon, Michael E.; Shook, David A. Journal of Organic Chemistry, 1987 , vol. 52, # 14 p. 2983 - 2988

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Citation Number: 32

Abstract

A novel transformation of 2, 1-benzisoxazoles (anthranils) involving nitrogen-oxygen bond rupture with concomitant nitrogen-carbon bond formation by reaction with aryl-, methyl-, or 2- thienylzinc chlorides in the presence of nickel catalyst is described. The products of the reaction are o-(substituted-amin0) benzaldehydes and benzophenones, precursors of a series of heterocyclic derivatives, including acridines, quinolones, and the novel 7-chloro-l ...