N. D. Zelinsky Institute of Organic Chemistry , Leninsky prosp. 47, 119991 Moscow, Russian Federation.
D. Mendeleev University of Chemical Technology of Russia, Higher Chemical College , Miusskaya sq. 9, 125047 Moscow, Russian Federation.
Org Lett. 2017 Oct 6;19(19):5304-5307. doi: 10.1021/acs.orglett.7b02601. Epub 2017 Sep 15.
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 PhP═CF. 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.
描述了一种羧酸的二氟甲基化的一步法方案。该反应涉及中间体酰氯与原位生成的二氟代磷叶立德 PhP═CF 的相互作用。根据特定的反应条件，芳族酸可以一步选择性地转化为双二氟甲基化的醇或二氟代酮。对于大体积的α支链羧酸，仅生成酮。
