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Communication | Regular issue | Vol 6, No. 9, 1977, pp.1371-1375
Published online, 1st January, 1970
DOI: 10.3987/R-1977-09-1371
Interconversiion between Pyrrolo[1,2-a]indoles and 2,3-Benzazocin-5-ones — A Synthetic Approach to Mitomycins

Tetsuji Kametani,* Kimio Takahashi, Masataka Ihara, and Keiichiro Fukumoto

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


Pyrrolo[1,2-a]indoles (3 and 5) were converted to hexahydro-2,3-benzazocin-5-ones (10 and 11) by a novel sequence involving the reduction with sodium borohydride in acetic acid followed by von Braun reaction. The benzazocines 10 and 11 were recyclised to pyrrolo[1,2-a] indoles (4 and 5).