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Synlett 2002(9): 1514-1516
DOI: 10.1055/s-2002-33528
LETTER
© Georg Thieme Verlag Stuttgart · New York

Novel Synthetic Method for 2,3-Dihydro-3-halo-3-methylindole from
N-Acetyl-2-isopropenylaniline by Intramolecular Haloamination

Mitsuhiro Arisawa, Yuko Ando, Masamichi Yamanaka, Masako Nakagawa, Atsushi Nishida*
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
Fax: +81(43)2902909; e-Mail: nishida@p.chiba-u.ac.jp;
Further Information

Publication History

Received 4 June 2002
Publication Date:
17 September 2002 (online)

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Abstract

We describe a novel, practical method for synthesis of 2,3-dihydro-3-haloindole from an o-aminostyrene derivative via haloamination, in which the protective group on the nitrogen and α-alkyl substituents on styrene are critical.

Key words

2,3-dihydro-3-haloindole - haloamination - o-amino­styrene - NBS - NCS

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