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Paper | Regular issue | Vol 32, No. 12, 1991, pp.2365-2372
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5850
Conversion of 2-Iodoaniline into (Z)-3-Methylene-2,3-dihydroindole Derivatives

Fen-Tair Luo* and Ren-Tzong Wang

*Institutue of Chemistry, Academia Sinica, 128, Yan-Chiu-Yuan Road, Sec II, Nankang, Taipei,11529, Taiwan, R.O.C.

Abstract

Treatment of N-(2-iodophenyl)-N-2-propynyl-p-tolylsulfonamide with various organozinc chlorides in the presence of palladium acetate, triphenylphosphine, and 1 equiv. of triethylamine in tetrahydrofuran gives (Z)-3-alkylidene-2,3-dihydroindoles via intramolecular Heck-type reaction and successive cross coupling reactions.