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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 16, 1986 - Issue 7
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Original Articles

Chemoselective Reduction of Diaryl Bisulfides to Thiols with Sodium Borohydride in Mixed Solvent Containing Methaxol

Atsuhiro Ookawa Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo, 162, JAPAN
,
Shuji Yokoyama Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo, 162, JAPAN
&
Kenso Soai Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo, 162, JAPAN
Pages 819-825 | Published online: 06 Dec 2006
 
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Abstract

Sodium borohydride(NaBH4) is a readily available, mild reducing agent and is easy to manipulate.1 On the other hand, reduction of disulfide to the corresponding thiol is an important reaction both in bio- and organic chemistry.2 However, disulfides can't be reduced by NaBH4 except those of limited structures3 such as lipoic acid.

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Related Research Data

Palladium-Catalyzed γ-C(sp3 )-H Arylation of Thiols by a Detachable Protecting/Directing Group.
Source: Wiley

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