Photocatalyzed Decarboxylative Thiolation of Carboxylic Acids Enabled by Fluorinated Disulfide

Photocatalyzed Decarboxylative Thiolation of Carboxylic Acids Enabled by Fluorinated Disulfide Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2022, Volume: 24, Number: 12, Pages: 2354-2358 Pages count : 5 DOI: 10.1021/acs.orglett.2c00549

Authors

Zubkov Mikhail O. ¹ , Kosobokov Mikhail D. ¹ , Levin Vitalij V. ¹ , Dilman Alexander D. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation

Thiolation of carboxylic acids using a disulfide reagent having tetrafluoropyridinyl groups is described. The light-mediated process is performed using an acridine-type photocatalyst. Primary, secondary, tertiary, and heteroatom-substituted carboxylic acids can be thiolated, and the method can be applied to the late-stage modification of a range of naturally occurring compounds and drugs. The fluorinated pyridine fragment is believed to enable the C–S bond formation. The resulting sulfides were used as redox-active radical precursors.

Zubkov M.O. , Kosobokov M.D. , Levin V.V. , Dilman A.D.
Photocatalyzed Decarboxylative Thiolation of Carboxylic Acids Enabled by Fluorinated Disulfide
Organic Letters. 2022. V.24. N12. P.2354-2358. DOI: 10.1021/acs.orglett.2c00549 WOS Scopus OpenAlex

Web of science:	WOS:000780673100016
Scopus:	2-s2.0-85127403774
OpenAlex:	W4220753405

DB	Citing
OpenAlex	38
Scopus	33
Web of science	27