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Paper | Regular issue | Vol 43, No. 8, 1996, pp.1713-1718
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7504
3-Lithio-1-(triisopropylsilyl)indole. Preparation and Reactions with Electrophilic Reagents

Mercedes Amat, Swargam Sathyanarayana, Sabine Hadida, and Joan Bosch*

*Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Av. de Joan XXIII, s/n, 08028 Barcelona, Spain

Abstract

3-Lithio-1-(triisopropylsilyl)indole (2) is prepared by halogen-metal exchange from the corresponding 3-bromoindole and regioselectively reacts with a variety of electrophilic reagents to give 3-substituted indoles.