Synthesis of carbazole, acridine, phenazine, 4H??benzo [def] carbazole and their derivatives by thermal cyclization reaction of aromatic amines

T Horaguchi, T Oyanagi, EC Creencia…

Index: Horaguchi, Takaaki; Oyanagi, Takako; Creencia, Evelyn Cuevas; Tanemura, Kiyoshi; Suzuki, Tsuneo Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 1 p. 1 - 6

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Citation Number: 15

Abstract

Abstract A variety of nitrogen-containing heterocycles were synthesized by passing vapors of aromatic amines over calcium oxide at 450–650 C under nitrogen carrier gas. Reaction of 2-aminobiphenyl 3a at 560 C gave carbazole 4 in 80% yield. Reaction of 2, 2′- diaminobiphenyl 3b afforded a mixture of carbazole 4 and 4-aminocarbozole 6b. In the case of 2-amino-2′-nitrobiphenyl 3c, benzo [c] cinnoline 7 was obtained along with carbazole ...