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Transition-metal-free decarboxylative thiolation of stable aliphatic carboxylates.


ABSTRACT: A transition-metal-free decarboxylative thiolation protocol is reported in which primary, secondary, tertiary (hetero)aryl acetates and α-CN substituted acetates undergo the decarboxylative thiolation smoothly, to deliver a variety of functionalized aryl alkyl sulfides in moderate to excellent yields. Aryl diselenides are also amenable substrates for construction of C-Se bonds under the simple and mild reaction conditions. Moreover, the protocol is successfully applied to the late-stage modification of pharmaceutical carboxylates with satisfactory chemoselectivity and functional-group compatibility.

SUBMITTER: Xing WL 

PROVIDER: S-EPMC8694499 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Transition-metal-free decarboxylative thiolation of stable aliphatic carboxylates.

Xing Wei-Long WL   Liu De-Guang DG   Fu Ming-Chen MC  

RSC advances 20210122 8


A transition-metal-free decarboxylative thiolation protocol is reported in which primary, secondary, tertiary (hetero)aryl acetates and α-CN substituted acetates undergo the decarboxylative thiolation smoothly, to deliver a variety of functionalized aryl alkyl sulfides in moderate to excellent yields. Aryl diselenides are also amenable substrates for construction of C-Se bonds under the simple and mild reaction conditions. Moreover, the protocol is successfully applied to the late-stage modifica  ...[more]

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