Tetrahedron

The nitration of some 4, 6-dimethoxyindoles

…, B Purwono, PK Bowyer, PSR Mitchell, N Kumar…

Index: Jones, Ashley W.; Purwono, Bambang; Bowyer, Paul K.; Mitchell, Peter S.R.; Kumar, Naresh; Nugent, Stephen J.; Jolliffe, Katrina A.; Black, David StC. Tetrahedron, 2004 , vol. 60, # 47 p. 10779 - 10786

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Citation Number: 18

Abstract

A range of 3-substituted-4, 6-dimethoxyindoles bearing electron-withdrawing groups in either the 2-or 7-position, can be nitrated using nitric acid adsorbed on silica, to give 7-nitro and 2-nitro-indoles, respectively. A 1-cyano-indole gives regioselectively the 2-nitro-indole with loss of the cyano group.

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