4.5 Article

Forging C-S(Se) Bonds by Nickel-catalyzed Decarbonylation of Carboxylic Acid and Cleavage of Aryl Dichalcogenides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 17, Pages 2452-2461

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100115

Keywords

Carboxylic acids; C-S(Se) bonds; Decarbonylation; Nickel

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A nickel-catalyzed decarbonylation of carboxylic acids cross-coupling protocol has been developed for the direct formation of C-S(Se) bond, with good to excellent yields and wide substrate tolerance. The reaction can also be conducted on gram scale with good yield.
A nickel-catalyzed decarbonylation of carboxylic acids cross-coupling protocol has been developed for the straightforward C-S(Se) bond formation. This reaction is promoted by a commercially-available, user-friendly, inexpensive, air and moisture-stable nickel precatalyst. Various carboxylic acids and a wide range of aryl dichalcogenide substrates were tolerated in this process which afforded products in good to excellent yields. In addition, the present reaction can be conducted on gram scale in good yield.

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