Light Promoted Vinylogous Arbuzov Reaction with Electron Deficient Alkyl Halides

Light Promoted Vinylogous Arbuzov Reaction with Electron Deficient Alkyl Halides Full article

Journal

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

Output data

Year: 2025, Volume: 27, Number: 26, Pages: 7106–7110 Pages count : DOI: 10.1021/acs.orglett.5c01993

Authors

Kostromitin Vladislav S. ^1,2 , Supranovich Vyacheslav I. 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

A vinylogous radical Arbuzov reaction involving the coupling of alkyl halides, terminal acetylenes, and triethyl phosphite furnishing vinyl phosphonates is described. Fluorinated iodides and α-bromoesters served as sources of radicals. The reaction is initiated by 400 nm light with or without photocatalyst, depending on the alkyl halide. The fluoroalkylation products could be further partially protodefluorinated using 1,3,5-trimethyltriazinane.

Kostromitin V.S. , Supranovich V.I. , Dilman A.D.
Light Promoted Vinylogous Arbuzov Reaction with Electron Deficient Alkyl Halides
Organic Letters. 2025. V.27. N26. P.7106–7110. DOI: 10.1021/acs.orglett.5c01993 WOS OpenAlex

Web of science:	WOS:001518029500001
OpenAlex:	W4411521770

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