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Issue 9, 2013
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Synthesis of thioesters through copper-catalyzed coupling of aldehydes with thiols in water

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Abstract

Copper-catalyzed C–S bond formation between aldehydes and thiols in the presence of TBHP as an oxidant is described. Functional groups including chloro, trifluoromethyl, bromo, iodo, nitrile, ester and thiophene are all tolerated by the reaction conditions employed. This reaction is performed in water without the use of a surfactant. Both aryl and alkyl aldehydes couple suitably with aryl- and alkyl thiols, affording the corresponding thioesters in moderate to good yields.

Graphical abstract: Synthesis of thioesters through copper-catalyzed coupling of aldehydes with thiols in water

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Supplementary files

Article information


Submitted
21 May 2013
Accepted
27 Jun 2013
First published
28 Jun 2013

Green Chem., 2013,15, 2476-2484
Article type
Paper

Synthesis of thioesters through copper-catalyzed coupling of aldehydes with thiols in water

C. Yi, Y. Huang and C. Lee, Green Chem., 2013, 15, 2476
DOI: 10.1039/C3GC40946E

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