Difluoromethylation of Carboxylic Acids via the Addition of Difluorinated Phosphorus Ylide to Acyl Chlorides

Difluoromethylation of Carboxylic Acids via the Addition of Difluorinated Phosphorus Ylide to Acyl Chlorides Full article

Journal

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

Output data

Year: 2017, Volume: 19, Number: 19, Pages: 5304-5307 Pages count : 4 DOI: 10.1021/acs.orglett.7b02601

Authors

Trifonov Alexey L. ^1,2 , Levin Vitalij V. ² , Struchkova Marina I. ² , Dilman Alexander D. 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 one-step protocol for the difluoromethylation of carboxylic acids is described. The reaction involves the interaction of intermediate acyl chlorides with in situ generated difluorinated phosphorus ylide Ph3P═CF2. Aromatic acids can be selectively transformed within one step either to bis-difluoromethylated alcohols or to difluorinated ketones depending on the particular reaction conditions. For bulky α-branched carboxylic acids, only ketones are produced.

Trifonov A.L. , Levin V.V. , Struchkova M.I. , Dilman A.D.
Difluoromethylation of Carboxylic Acids via the Addition of Difluorinated Phosphorus Ylide to Acyl Chlorides
Organic Letters. 2017. V.19. N19. P.5304-5307. DOI: 10.1021/acs.orglett.7b02601 WOS Scopus OpenAlex

Web of science:	WOS:000412789600076
Scopus:	2-s2.0-85032625868
OpenAlex:	W2754031959

DB	Citing
OpenAlex	51
Scopus	43