分子噻蒽化修饰及偶联反应研究进展

Advances on the Thianthrenation for Molecular Decoration and Cross-coupling Reaction

噻蒽盐是近几年来研究较为热门的一个偶联模块,其具有制备简单、活性高、选择性好、转化模式多样等特点。该盐可通过多种未活化的芳烃或者烯烃与噻蒽亚砜直接噻蒽化合成,并可兼容多种官能团,尤其适合多种复杂分子的后期噻蒽化修饰,所得到的噻蒽盐结构可通过金属偶联以及光氧化还原偶联等模式引入多种重要官能团。综述了近3年噻蒽盐的发现及发展过程、制备及反应机制,以及利用其作为原料进行芳烃的三氟甲基化、羟基化、氨基化、氟化、硼基化以及硅基化等转化。

As one kind of attractive coupling building blocks, thianthrenium salts features ready preparation, high reactivity, site-selective installation, and multiple transformations.Thianthrenium salts can be synthesized directly from the reaction of unactived arrenes or alkenes with thianthrene-S-oxide in the presence of acids, and this functionalization can be well tolerated with a series of functional groups, and especially for the late-stage thianthrenation of complex molecules.The thianthrenium salts can be transformed to diverse functional groups via photoredox catalysis or metal catalysis.This review summarized the discovery and development of thianthrenium salts, and the corresponding preparation and reaction mechanism.Furthermore, diverse transformations including trifluoromethylation, oxygenation, amination, fluorination, borylation, with thianthrenium salts were also discussed.