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Difluoromethylation of Carboxylic Acids via the Addition of Difluorinated Phosphorus Ylide to Acyl Chlorides
Organic Letters ( IF 5.2 ) Pub Date : 2017-09-15 00:00:00 , DOI: 10.1021/acs.orglett.7b02601
Alexey L. Trifonov 1, 2 , Vitalij V. Levin 1 , Marina I. Struchkova 1 , Alexander D. Dilman 1
Affiliation  

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.

中文翻译:

通过将二氟化磷叶立德加到酰氯上来使羧酸二氟甲基化

描述了一种用于羧酸二氟甲基化的一步方法。该反应涉及在原位产生的二氟化磷叶立德中间博士酰基氯的相互作用3 P═CF 2。取决于特定的反应条件,可以在一个步骤内将芳香酸选择性地转化为双-二氟甲基化的醇或二氟代的酮。对于大体积的α-支链羧酸,仅产生酮。
更新日期:2017-09-15
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