Synthesis

An improved synthesis of hydroxyindoles

L Lerman, M Weinstock-Rosin, A Nudelman

Index: Lerman, Lena; Weinstock-Rosin, Marta; Nudelman, Abraham Synthesis, 2004 , # 18 p. 3043 - 3046

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Citation Number: 4

Abstract

Abstract An improved synthetic procedure for the synthesis of 6-and 7-hydroxyindoles is described. In this method, the addition of two chlorine atoms in 1-benzyloxy-4, 5-dichloro-2- nitrobenzene (3) and 1-benzyloxy-2, 6-dichloro-3-nitrobenzene (9) facilitated the subsequent cyanomethylation step to give substituted cyanomethyl-dichloronitrobenzenes 4 and 10, leading to an overall increase in the yield of the hydroxyindoles 6 and 12.