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Synthesis 2001(13): 1935-1937
DOI: 10.1055/s-2001-17702
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

α-Bromination of β-Enamino Compounds Using K-10

Mara E. F. Braibante*, Hugo T. S. Braibante, Giovanni B. Rosso, Juliano K. da Roza
Departamento de Química, Universidade Federal de Santa Maria, Santa Maria, RS, 97105-900, Brazil
Fax: +55(55)2208031; e-Mail: mara@quimica.ufsm.br;
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Publication History

Received 6 April 2001
Publication Date:
11 August 2004 (online)

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Abstract

A series of α-bromo 3-amino-5,5-dimethylcyclohex-2-en-1-ones 2a-g and α-bromo β-enamino compounds 4a, b have been conveniently prepared using NBS supported on montmorillonite (K-10). Other reaction conditions such as di-tert-butyl peroxide/NBS/CCl4, and Br2/CH2Cl2 were also studied for 3-amino-5,5-dimethylcyclohex-2-en-1-ones 1b, e, g resulting in a mixture of mono and di-brominated compounds 5b, f, g and 6b, e, g.

Key words

β-enamino compounds - montmorillonite - bromination - halogenation

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