Oxidative Cleavage Reaction of 3-Substituted Indoles Catalyzed by CuCl–Pyridine Complex under Oxygen

…, H Kezuka, H Takayanagi, K Yamamoto

Index: Tsuji, Jiro; Kezuka, Hiroaki; Takayanagi, Hiroshi; Yamamoto, Keiji Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 8 p. 2369 - 2373

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Citation Number: 34

Abstract

Oxidative cleavage of 3-methylindole using a catalytic amount of copper (II) salts with added pyridine under an oxygen atmosphere was studied. Smooth cleavage of 3-methylindole took place to give 2-formamidoacetophenone in 73–80% yield, whereas exclusive formation of a hydrate compound derived from 3, 3′-dimethyl-3, 3′-bi-3H-indole resulted under anaerobic conditions. Clean oxidative cleavage of N-acetyltryptamine, methyl 3- ...

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