Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane

Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane Full article

Journal

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

Output data

Year: 2016, Volume: 18, Number: 14, Pages: 3458-3461 Pages count : 4 DOI: 10.1021/acs.orglett.6b01641

Authors

Trifonov Alexey L. ^1,2 , Zemtsov Artem A. ² , Levin Vitalij V. ² , Struchkova Marina I. ² , Dilman Alexander D. ²

Affiliations

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

A combination of (bromodifluoromethyl)trimethylsilane (Me3SiCF2Br), triphenylphosphine, and DMPU serves as a source of difluorinated phosphorus ylide Ph3P═CF2 under mild conditions. The system was used to effect nucleophilic difluoromethylation of ketones and nitro alkenes. The reaction efficiency is believed to be associated with Lewis acidic activation of the substrates by a silylium species formed upon generation of the phosphorus ylide.

Trifonov A.L. , Zemtsov A.A. , Levin V.V. , Struchkova M.I. , Dilman A.D.
Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane
Organic Letters. 2016. V.18. N14. P.3458-3461. DOI: 10.1021/acs.orglett.6b01641 WOS Scopus OpenAlex

Web of science:	WOS:000380182400039
Scopus:	2-s2.0-84978730683
OpenAlex:	W2462671140

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OpenAlex	55
Scopus	54