Synthesis of novel 1??phenyl??1H??indole??2??carboxylic Acids. I. Utilization of ullmann and dieckmann reactions for the preparation of 3??hydroxy, 3??alkoxy, and 3??alkyl …

PC Unangst, DT Connor, SR Stabler…

Index: Unangst, Paul C.; Connor, David T.; Stabler, S. Russell; Weikert, Robert J. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 811 - 815

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Citation Number: 41

Abstract

Abstract Methods for the synthesis of novel 3-hydroxy, 3-alkoxy, and 3-alkyl indole-2- carboxylic acids and esters are described. Dieckmann cyclization of various 2- [(carboxymethyl) amino] benzoic acid diesters yielded 1-unsubstituted-, 1-methyl-, and 1- phenyl-3-hydroxy-1H-indole-2-carboxylic acid esters. An Ullmann reaction with bromobenzene converted 1H-indoles to 1-phenylindoles.