Beilstein J. Org. Chem.2021,17, 431–438, doi:10.3762/bjoc.17.39
biologically attractive trifluoromethyl ketones from readily available methyl esters using the potent greenhouse gas fluoroform (HCF3, HFC-23) was developed. The combination of fluoroform and KHMDS in triglyme at −40 °C was effective for this transformation, with good yields as high as 92%. Substrate scope of
under the reaction conditions was also explored.
Keywords: fluoroform; greenhouse gas; HFC-23; trifluoromethyl ketones; trifluoromethylation; Introduction
In recent decades, organofluorine molecules have received widespread attention in the field of medicinal chemistry [1][2][3][4]. The introduction
cost of target compounds [11][12][13][14][15]. Thus, the development of low-cost and straightforward chemical synthetic technologies, including fluorination and trifluoromethylation, are matters of considerable importance to pharmaceutical and agrochemical industries. Fluoroform (HCF3, HFC-23) is an
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Graphical Abstract
Scheme 1:
Chemistry of the CF3 anion generated from HCF3. a) Decomposition of the trifluoromethyl anion to di...