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Communication | Regular issue | Vol 2, No. 5, 1974, pp.565-570
Published online, 1st January, 1970
DOI: 10.3987/R-1974-05-0565
Bromination of 2-Ethylthio- and 2-Ethanesulfonyl-3-substituted Indoles with N-Bromosuccinimide. Isolation and Reactiviries of 1-Bromoindoles and 3-Bromoindolenines

Tohru Hino,* Mamoru Endo, Masakatsu Tonozuka, and Masako Nakagawa

*Faculty of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

1-Bromoindole (4) ond 3-bromoindolenines (5) were obtained by the reaction of 3 with NBS. Both compounds could brominate a 3-substituted indole to give the 2-bromo derivative. The bromine at the 3-position of 5 migrated to the 5- or 6-position on heating in an aprotic solvent.