The Journal of organic chemistry

Acid-catalyzed cyclization of anthracenol derivatives to homotriptycenes

C Gao, D Cao, S Xu, H Meier

Index: Gao, Chunmei; Cao, Derong; Xu, Sheyang; Meier, Herbert Journal of Organic Chemistry, 2006 , vol. 71, # 8 p. 3071 - 3076

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Citation Number: 14

Abstract

10-Benzyl-9, 10-dihydroanthracen-9-ols, having high electron densities in the benzene ring, exhibit in the presence of acid a transannular ring closure to the corresponding homotriptycenes in almost quantitative yields. Since the starting compounds are easily accessible from 9 (10 H)-anthracenone, this process represents the most facile route to such pentacyclic systems. An electron-releasing methoxy group enables the intramolecular ...