Boronated thiophenols: a preparation of 4-mercaptophenylboronic acid and derivatives

4-Mercaptophenylboronic acid derivatives were prepared by a metallation/boration sequence from S-protected 4-bromothiophenols; the t-butyldimethylsilylthioether was found suitable to allow subsequent regeneration of the mercapto group after boration. The parent compound, 4-mercaptophenylboronic acid...

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Bibliographic Details
Published in:Journal of organometallic chemistry 1999-06, Vol.581 (1-2), p.82-86
Main Authors: Brikh, Abdelghani, Morin, Christophe
Format: Article
Language:English
Subjects:
BNCT
Boronates
Boronic acid
Mercapto
Thioethers
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Summary:4-Mercaptophenylboronic acid derivatives were prepared by a metallation/boration sequence from S-protected 4-bromothiophenols; the t-butyldimethylsilylthioether was found suitable to allow subsequent regeneration of the mercapto group after boration. The parent compound, 4-mercaptophenylboronic acid, could thus be obtained and was subsequently S-alkylated; 4-boronophenylthioacetic acid was prepared without the need to protect the boronic acid group.
ISSN:0022-328X
1872-8561
DOI:10.1016/S0022-328X(99)00086-8