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Decatungstate-Catalyzed C(sp3)-H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality.


ABSTRACT: Here we report the direct conversion of strong, aliphatic C(sp3)-H bonds into the corresponding alkyl sulfinic acids via decatungstate photocatalysis. This transformation has been applied to a diverse range of C(sp3)-rich scaffolds, including natural products and approved pharmaceuticals, providing efficient access to complex sulfur-containing products. To demonstrate the broad potential of this methodology for the divergent synthesis of pharmaceutically relevant molecules, procedures for the diversification of the sulfinic acid products into a range of medicinally relevant functional groups have been developed.

SUBMITTER: Sarver PJ 

PROVIDER: S-EPMC8627221 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature

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Decatungstate-Catalyzed C(<i>sp</i><sup>3</sup>)-H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality.

Sarver Patrick J PJ   Bissonnette Noah B NB   MacMillan David W C DWC  

Journal of the American Chemical Society 20210623 26


Here we report the direct conversion of strong, aliphatic C(<i>sp</i><sup>3</sup>)-H bonds into the corresponding alkyl sulfinic acids via decatungstate photocatalysis. This transformation has been applied to a diverse range of C(<i>sp</i><sup>3</sup>)-rich scaffolds, including natural products and approved pharmaceuticals, providing efficient access to complex sulfur-containing products. To demonstrate the broad potential of this methodology for the divergent synthesis of pharmaceutically relev  ...[more]

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