Bulletin of the Chemical Society of Japan

Photolysis of 2-Amino-2'-azidobiphenyls: Formal Formation of Internally Trapped Didehydroazepines.

S Murata, H Tsuji, H Tomioka

Index: Murata, Shigeru; Tsuji, Hiroshi; Tomioka, Hideo Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 3 p. 895 - 897

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Citation Number: 4

Abstract

Photolysis of 2-amino-2′-azidobiphenyls in diethylamine gave 4, 10-dihydroazepino [2, 3- b] indoles (7), the structure of which corresponded to the didehydroazepines formally trapped with an internal amino group. However, the yields of 7 were considerably low, which was due to the significant intramolecular interaction of the photolytically generated nitrene with an amino group, to afford benzo [c] cinnoline as a final product.