The Journal of Organic Chemistry

Synthesis of substituted indoles via Meerwein arylation

S Raucher, GA Koolpe

Index: Raucher, Stanley; Koolpe, Gary A. Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 2066 - 2069

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Citation Number: 65

Abstract

Meerwein arylation of 4methoxy-2-nitrobenzenediazonium chloride with formaldoxime to afford 2-nitroanisaldehyde; condensation with nitromethane and reductive cyclization afforded 6-methoxyindole, a necessary intermediate in the total synthesis of reserpine.'Meerwein arylation of 2-nitrobenzenediazonium chloride with 1, 3-butadiene, followed by ozonolysis of the resulting 1-(2-nitrophenyl)-4-chloro-2-butene and reductive ...

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