Synthesis of Derivatives of Phenanthrene and Helicene by Improved Procedures of Photocyclization of Stilbenes

HR Talele, MJ Gohil, AV Bedekar

Index: Talele, Harish R.; Gohil, Monik J.; Bedekar, Ashutosh V. Bulletin of the Chemical Society of Japan, 2009 , vol. 82, # 9 p. 1182 - 1186

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Citation Number: 31

Abstract

An improved method has been developed for photocyclization of stilbene to construct phenanthrenes and benzo [c] phenanthrenes. This reaction is promoted by iodine while tetrahydrofuran is used as an efficient and inexpensive scavenger of hydroiodic acid produced during the photocyclization sequence. In another process, cyclohexene is used as a reagent for dehydrogenation step in place of THF–I 2.