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Report | Regular issue | Vol 19, No. 1, 1982, pp.75-82
Published online, 1st January, 1970
DOI: 10.3987/R-1982-01-0075
A Modified Bischler Synthesis of Some Tetracyclic Indole Derivatives

Anders Hallberg, Donald Deardorff, and Arnold Martin

*Department of Pharmaceutical Sciences, College of Pharmacy, The University of Arizona, Tucson, AZ 85721, U.S.A.

Abstract

The synthesis of 6,7-dihydro-5H-indolo[1,7-ab][1]benzazepine, 5H-indolo[1,7-ab][1] benzazepine, pyrrolo[3,2,1-kl]phenothiazine and 1-phenylindole was accomplished by cyclization of the corresponding diarylaminoacetaldehydes. Carbazole-9-acetaldehyde gave 2,4-dicarbazol-9-yl-2-butenal. The aldehydes were obtained by acid catalyzed hydrolysis of the corresponding diethyl acetals, which differed considerably in their relative hydrolysis rates.