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Paper | Regular issue | Vol 34, No. 12, 1992, pp.2349-2362
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6161
Regioselective Bromination of Methoxy Derivatives of Ethyl Indole-2-carboxylate [Synthetic Studies of Indoles and Related Compounds. XXX]

Masanobu Tani, Hiroyo Ikegami, Mayumi Tashiro, Tetsuji Hiura, Hiroko Tsukioka, Chiaki Kaneko, Toshiko Notoya, Mikiko Shimizu, Masahiko Uchida, Yoshiyuki Aida, Yuusaku Yokoyama, and Yasuoki Murakami*

*School of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274, Japan


Bromination of ethyl methoxyindole-2-carboxylates (1) with bromine in acetic acid proceeded on the benzene moiety of 1, whereas the reaction of 1 with pyridinium bromide perbromide in pyridine or N-bromosuccinimide in dimethylformamide gave ethyl 3-bromo-methoxyindole-2-carboxylate (2).