Preparation of alkyl-substituted biphenylenes by the pyrolytic extrusion of nitrogen from benzo [c] cinnolines

CF Wilcox Jr, KR Lassila, S Kang

Index: Wilcox, Charles F.; Lassila, Kevin R.; Kang, Steven Journal of Organic Chemistry, 1988 , vol. 53, # 18 p. 4333 - 4339

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Citation Number: 10

Abstract

Flash vacuum pyrolysis of l, l0-dimethylbenzo [c] cinnoline (la) at 730" C (0.12 Torr) provides 1, 5-dimethylbiphenylene (6) in 71%(53% isolated) yield, whereas pyrolysis of 1, lO- diethylbenzo [c] cinnoline (lb) produces a complex mixture containing some l&diethylbiphenylene (8)(11.3%) but more phenanthrene (9)(12.9%) as well as a myriad of other side products. The preparation of the benzo [c] cinnolines and an investigation of the ...