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Communication | Regular issue | Vol 2, No. 1, 1974, pp.9-14
Published online, 1st January, 1970
DOI: 10.3987/R-1974-01-0009
A Synthesis of Benzocarbazole Derivatives by Thermolysis

Tetsuji Kametani,* Toshio Suzuki, Kimio Takahashi, and Keiichiro Fukumoto

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


A thermal reaction of indolylmagnesium bromide (1) with 1- cyano-4,5-dimethoxybenzocyclobutene (2) gave a mixture of 6-cyano-5a,6,11,11a-tetrahydro-8,9-dimethoxy-5H-benzo[b]carbasole (3a) and 6-cyano-5a,6,11,11a-tetrahydro-9-hydroxy-8-methaxy-5H-benzo[b]carbazole (4). Compound (3a) was easily converted to 6-cyano-8,9-dimethoxy-5H-benzo[b]carbazole (6) by dehydrogenation on 30 % Pd-C.