CCVC, PROTEO, Département de chimie, Université Laval, 1045 Avenue de la Médecine, Québec, QC, G1V 0A6, Canada.
Institut des Sciences Moléculaires, UMR, 5255, CNRS, Université de Bordeaux, 33405, Talence, France.
Chem Asian J. 2021 Mar 15;16(6):563-574. doi: 10.1002/asia.202001403. Epub 2021 Jan 27.
In this minireview, we explore the different approaches used to perform the hydrofluorination reaction of alkenes. Contrary to other hydrohalogenation reactions, the hydrofluorination requires specific conditions due to the lower reactivity of HF. Over the years, many different approaches have been explored among which the use of HF complexes has particularly proved to be useful as these reagents are easier to handle. The enantioselective hydrofluorination has been demonstrated using electrophilic sources of fluorine, while radical fluorination proved compatible with a vast range of functional groups that are generally problematic with strong acids and some fluoride sources. This review will cover the different conditions developed through the years, starting with the first reported addition using gaseous HF, up to the most recent method described in October 2020.
在这篇综述中，我们探讨了用于进行烯烃的氢氟氟化反应的不同方法。与其他卤化氢反应不同，由于 HF 的反应性较低，因此需要特定的条件。多年来，人们探索了许多不同的方法，其中 HF 配合物的使用尤其被证明是有用的，因为这些试剂更容易处理。已经证明，使用亲电氟源可以进行对映选择性的氢氟化，而自由基氟化则与通常与强酸和某些氟化物源有问题的大量官能团兼容。本文综述了多年来开发的不同条件，从使用气态 HF 的首次报道的加成开始，一直到 2020 年 10 月描述的最新方法。
