Approach to 3-aminoindolin-2-ones via oxime ether functionalized carbamoylcyclohexadienes

AF Bella, AMZ Slawin, JC Walton

Index: Bella, A. Franco; Slawin, Alexandra M. Z.; Walton, John C. Journal of Organic Chemistry, 2004 , vol. 69, # 18 p. 5926 - 5933

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Citation Number: 25

Abstract

O-Benzyloxime ether substituted amidocyclohexadienes were prepared in three steps in good yields from 2-aminoacetophenone. EPR spectroscopic observations and product analyses showed that peroxide-induced decompositions of model compounds led to indolin- 2-ones with benzyloxyaminyl substitution at their 3-positions. The cyclization steps were very rapid and took place regioselectively at the C-atoms of the CN bonds, by 5-exo ring ...