Photoinduced Synthesis of gem -Difluorinated Sulfides from Organic Thiocyanates via Difluorinated Phosphonium Salts

Photoinduced Synthesis of gem -Difluorinated Sulfides from Organic Thiocyanates via Difluorinated Phosphonium Salts Full article

Journal

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

Output data

Year: 2026, Volume: 28, Number: 1, Pages: 573-577 Pages count : 5 DOI: 10.1021/acs.orglett.5c05084

Authors

Lozhkin Gregory A. ^1,2 , Trifonov Alexey L. ² , Dilman Alexander D. ²

Affiliations

1	Lomonosov Moscow State University, Department of Chemistry, Leninskie Gory 1-3, 119991 Moscow, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation

Funding (1)

A two-step strategy toward the synthesis of gem-difluorinated sulfides from organic thiocyanates is described. The first step consists in nucleophilic attack of the unstable difluorinated phosphorus ylide, generated from difluorocarbene and triphenylphosphine, at the sulfur atom of organic thiocyanates, affording difluorinated phosphonium salts as the key intermediate compounds. The latter are directly utilized as sources of thiodifluoromethyl radicals in the photoinduced Giese-type process and other transformations.

Lozhkin G.A. , Trifonov A.L. , Dilman A.D.
Photoinduced Synthesis of gem -Difluorinated Sulfides from Organic Thiocyanates via Difluorinated Phosphonium Salts
Organic Letters. 2026. V.28. N1. P.573-577. DOI: 10.1021/acs.orglett.5c05084 WOS Scopus OpenAlex

Web of science:	WOS:001650831000001
Scopus:	2-s2.0-105027169642
OpenAlex:	W7117457230

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