2,4,6-三甲基苯硼酸及其酯在偶联反应中的应用

Application of Mesitylboronic Acid and Its Esters in Coupling Reactions

自从有机硼试剂问世以来,它在有机合成领域展示了强大的功能.特别是现代合成方法的迅速发展,以钯、镍、铑等过渡金属催化的各种偶联反应极大地推动了有机硼试剂的应用,其中最令人熟知的是Suzuki偶联反应. 2,4,6-三甲基苯硼酸由于其显著的位阻和电子效应,广泛参与各种偶联反应(包括Suzuki偶联、芳基碳氢键活化、羰基化、去羰基化、光氧化还原及其他碳杂键的偶联),被用于合成配体、药物及各种功能材料等.以它为研究对象,对其参与的偶联反应进行了详细的分类及综述,并提出了自己的观点并进行展望.

Organic boronic reagents have played a critical role in the field of organic synthesis,especially Suzuki coupling, since they were founded.In return,all kinds of transition metal (Pd,Ni,R.h,Au etc.)-catalyzed coupling reactions have given a big push for the development and application of organic boronic reagents.2,4,6-Mesitylboronic acid was used widely in vari- ous coupling reactions,including Suzuiki reaction,aromatic C--H activation,oxidative Heck reaction,carbonlation,decar- boxylation,photoredox reaction and other C--X (C--N,C--S,C--Se)bonding reaction,which was used to synthesize functional materials,ligands and drug molecules.This paper includes two aspects:(1)reviewing the application of mesityl boronic acid and its ester in coupling reaction,and (2)making our points and respecting for this field.