The Journal of Organic Chemistry

A new approach to 4-substituted indoles

H Maehr, JM Smallheer

Index: Maehr, Hubert; Smallheer, Joanne M. Journal of Organic Chemistry, 1981 , vol. 46, # 8 p. 1752 - 1755

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Citation Number: 38

Abstract

trast to the synthesis of 4, the acetal function in 7 survived the conditions of the Batcho- Leimgruber sequence and workup. The required acetal 7 was synthesized from 2-methyl-3- nitrobenzaldehyde (5), available from 2, by two procedures. A Wittig reaction with (methoxymethy1) triphenylphosphorane gave 1-(2-methoxyethenyl)-2-methyl-3- nitrobenzene (6a) which was converted to 7 with methanol and hydrogen chloride. ...