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Communication | Regular issue | Vol 4, No. 11, 1976, pp.1771-1775
Published online, 1st January, 1970
DOI: 10.3987/R-1976-11-1771
Reactions of1,2,3,3a,4,5-Hexahydro-N-(3,4-dimethoxyphenylacetyl)indol-6-one with Acids and Phosphoryl Chloride: A Synthesis of the Erythrinan-type Compound

Hideo Iida,* Sakae Aoyagi, Kensuke Kohno, Norio Sasaki, and Chihiro Kibayashi

*Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Some reactions of 1,2,3,3a,4,5-hexahydro-N-(3,4-dimethoxyphenylacetyl)indol-6-one (4), which was obtained from the iminoenol ether (5) and the acid chloride, with acids and electrophiles were investigated, and intramolecular cyclization to the erythrinan derivative (10) was achieved on treatment with phosphoryl chloride in acetonitrile.