Synthetic communications

Simple Synthesis of 7??Formyl??indole

VR Uchil, M Gund, A Satyam

Index: Uchil, Vinod R.; Gund, Machhindra; Satyam, Apparao Synthetic Communications, 2006 , vol. 36, # 8 p. 1051 - 1056

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Citation Number: 3

Abstract

Abstract A simple route to 7??formyl??indole (5) is described in which appropriately functionalized o??nitrotoluenes (1) are converted to 7??hydroxymethyl??indole (4) using the Batcho–Leimgruber process. Condensation of 3??methyl??2??nitrobenzyl alcohol (1a) with N, N??dimethylformamide dimethyl acetal yields the enamine 2a, which upon catalytic hydrogenation affords 4 in 22% yield. When the hydroxyl function in 1 is protected with ...

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