Blanchard Nicolas, Bizet Vincent
Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000, Mulhouse, France.
Angew Chem Int Ed Engl. 2019 May 20;58(21):6814-6817. doi: 10.1002/anie.201900591. Epub 2019 Apr 9.
Several recent reports outlined the singular reactivity of acid fluorides as excellent electrophiles in transition-metal catalysis. These species undergo oxidative addition of the metal into the C-F bond; then, retention or release of the CO moiety can occur and be controlled by tuning the catalytic system and the reaction parameters. Acid fluorides, which can be derived from carboxylic acids, show good stability and high reactivity in a wide range of possible functionalizations with nucleophiles. Their use provides an interesting alternative to that of the parent carboxylic acid derivatives (acid chlorides, esters, amides, acids, or aldehydes).
最近的几份报告概述了酰氟在过渡金属催化中作为优良亲电试剂的独特反应活性。这些物质会发生金属对碳 - 氟键的氧化加成反应;然后,一氧化碳部分可能会保留或释放,这可以通过调节催化体系和反应参数来控制。可由羧酸衍生得到的酰氟,在与亲核试剂进行的多种可能的官能团化反应中表现出良好的稳定性和高反应活性。它们的使用为母体羧酸衍生物(酰氯、酯、酰胺、酸或醛)提供了一种有趣的替代选择。