TY - JOUR
T1 - Decatungstate-Catalyzed C(sp3)-H Sulfinylation
T2 - Rapid Access to Diverse Organosulfur Functionality
AU - Sarver, Patrick J.
AU - Bissonnette, Noah B.
AU - Macmillan, David W.C.
N1 - Funding Information:
The authors are grateful for financial support provided by the National Institute of General Medical Sciences (NIGMS), the NIH (under Award R35GM134897-01), the Princeton Catalysis Initiative, and kind gifts from Merck, Janssen, BMS, Genentech, Celgene, and Pfizer. The content is solely the responsibility of the authors and does not necessarily represent the official views of NIGMS. P.J.S. thanks Bristol-Myers Squibb for a graduate fellowship.
Publisher Copyright:
© 2021 American Chemical Society.
PY - 2021/7/7
Y1 - 2021/7/7
N2 - 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.
AB - 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.
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U2 - 10.1021/jacs.1c04722
DO - 10.1021/jacs.1c04722
M3 - Article
C2 - 34161084
AN - SCOPUS:85110144527
SN - 0002-7863
VL - 143
SP - 9737
EP - 9743
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 26
ER -