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Communication | Regular issue | Vol 14, No. 3, 1980, pp.277-280
Published online, 1st January, 1970
DOI: 10.3987/R-1980-03-0277
A Novel Synthesis of Indoel Derivatives

Tetsuji Kametani,* Tatsushi Ohsawa, and Masataka Ihara

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

Abstract

1-Acetyl-2,3-dihydro-5,6-dimethoxy-1H-indole (13) was synthesized by cyclization of N-(2-bromo-4,5-dimethoxyphenethyl)-acetamide (6) using sodium hydride and cuprous halide in dimethylformamide. Indoles (14, 15 and 16) were prepared in a similar manner from the corresponding amides (8 and 10) and the carbamate (12). Under similar reaction conditions, phenylacetamides (20 and 21) afforded the oxindoles (22 and 23).