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Paper | Regular issue | Vol 34, No. 5, 1992, pp.1031-1038
Published online, 1st January, 1970
DOI: 10.3987/COM-92-5993
Directed Lithiation of 1-(tert-Butoxycarbonyl)indolines. A Convenient Route to 7-Substituted Indolines

Masatomo Iwao* and Tsukasa Kuraishi

*Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852, Japan

Abstract

1-(tert-Butoxycarbonyl)indolines were regioselectively lithiated at 7-position with s-BuLi-TMEDA in ether or THF at -78 °C. The lithiated species were reacted with a range of electrophiles to give 7-substituted indoline derivatives.