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Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acid with benzyl alcohols in water.

Organic & biomolecular chemistry (2012-03-10)
Hidemasa Hikawa, Yuusaku Yokoyama
ABSTRAKT

Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acids with benzyl alcohols gave only S-benzylated mercaptobenzoic acids in good yields. Water may play an important role for the smooth generation of the (η(3)-benzyl)palladium species by activation of the hydroxyl group of the benzyl alcohol.

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Sigma-Aldrich
4-Mercaptobenzoic acid, 99%
Sigma-Aldrich
4-Mercaptobenzoic acid, technical grade, 90%