可见光诱导多氟化合物碳氟键的选择性切断

由于碳氟键极高的键能，发展基于碳氟键切断的有机转化一直是合成化学中的难点。然而，对全氟或多氟化合物碳氟键的选择性切断及官能化，可以合成许多其他方法难以获得的含氟化合物，所以这一研究领域近年来逐渐引起了人们的关注。最近，我们课题组发展了一类可见光促进自由基/极性交叉的策略，实现了温和条件下三氟甲基烯烃中单根、两根碳氟键的选择性切断。本项研究是在前期工作的基础上，进一步探索三氟甲基-1,3-丁二烯、三氟甲基重氮化合物、三氟甲苯以及偕二氟烯烃等含氟化合物中碳氟键的选择性切断，并将这些反应应用于含氟杂环化合物的合成，发展基于碳氟键切断的合成新方法。

Owing to the high bond energy of the C–F bond, the development of organic transformations based on C–F bond cleavage is inherently difficult. However, the selective cleavage and functionalization of a C–F bond of readily available per- or oligofluorinated compounds provide a powerful tool to access partially fluorinated products, which otherwise can be difficult to make. As a consequence, C–F bond activation has received increasing attentions in the recent years. Recently, our group has developed a visible light-induced radical-polar crossover strategy for the selectively single and double C–F bond cleavage of trifluoromethyl alkenes under mild conditions. On the basis of our previous works, this project aims to explore the selective C–F bond cleavage of other fluorinated compounds, such as trifluoromethylated 1,3-dienes, trifluoromethyl diazo compounds, benzotrifluorides, and gem-difluoroalkenes. We also wish to develop new methodologies for the synthesis of fluorinated heterocycles based on visible light-induced C–F bond cleavage.