Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation

Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation Full article

Journal

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

Output data

Year: 2020, Volume: 22, Number: 6, Pages: 2409-2413 Pages count : 5 DOI: 10.1021/acs.orglett.0c00604

Authors

Alexey L Trifonov ^1,2 , Liubov I Panferova ² , Vitalij V Levin ² , Vladimir A Kokorekin ² , Alexander D Dilman ²

Affiliations

1	D. Mendeleev University of Chemical Technology of Russia, Higher Chemical College, Miusskaya sq. 9, 125047 Moscow, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation

A reaction of an iododifluoromethylphosphonium salt with unactivated alkenes mediated by peri-xanthenoxanthene under blue-light irradiation is described. The reaction proceeds via activation of the carbon–iodine bond to generate (phosphonio)difluoromethyl radical cation, which attacks the double bond with subsequent quenching by the iodine. The intermediate phosphonium salts are easily hydrolyzed, furnishing products of iododifluoromethylation of alkenes.

Alexey L Trifonov , Liubov I Panferova , Vitalij V Levin , Vladimir A Kokorekin , Alexander D Dilman
Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation
Organic Letters. 2020. V.22. N6. P.2409-2413. DOI: 10.1021/acs.orglett.0c00604 WOS Scopus OpenAlex

Web of science:	WOS:000526331100058
Scopus:	2-s2.0-85081222943
OpenAlex:	W3010152045

DB	Citing
OpenAlex	26
Scopus	22
Web of science	20