Pentafluoroethylation of Carbonyl Compounds Using HFC-125 in a Flow Microreactor System.
Makoto OnoYuji SumiiYamato FujihiraTakumi KagawaHideyuki MimuraNorio ShibataPublished in: The Journal of organic chemistry (2021)
The protocol of micro-flow nucleophilic pentafluoroethylation using pentafluoroethane (HC2F5, HFC-125), a nontoxic, inexpensive, and commercially available greenhouse gas, is described. The micro-flow pentafluoroethylation by HFC-125 proceeded smoothly at room temperature or at -10 °C in DMF or toluene in the presence of a potassium base, namely, t-BuOK or KHMDS. A broad range of ketones, aldehydes, and chalcones with various substituted benzene rings were successfully converted to the corresponding pentafluoroethyl carbinols instantly with good to high yields.