Electrochemical Cleavage of Double Bonds in Conjugated Cycloalkenyl-and 1, 2-Alkenobenzenes

YN Ogibin, AI Ilovaisky, GI Nikishin

Index: Ogibin, Yuri N.; Ilovaisky, Alexey I.; Nikishin, Gennady I. Journal of Organic Chemistry, 1996 , vol. 61, # 10 p. 3256 - 3258

Full Text: HTML

Citation Number: 8

Abstract

The electrochemical cleavage of olefinic bonds in conjugated C5-C7-cycloalkenylbenzenes 1, indene 4a, and 1, 2-dihydronaphthalene (4b) results from anodic oxidation of these compounds in MeOH in an undivided cell. The process includes the formation of (1, 2- dimethoxycycloalkyl) benzenes 2a-c, 1, 2-dimethoxyindan (5a), and 1, 2-dimethoxytetralin (5b) as intermediates and leads to ω, ω-dimethoxy-ω-phenyl-n-C5-C7-alkanal dimethyl ...