芳基硼酸在有机合成中的应用

Application of Arylboronic Acid in Organic Synthesis

芳基硼酸作为一种重要的中间体,在有机合成中的应用相当广泛。Suzuki偶联反应是合成联芳基结构最有效的方法之一,近年许多用于芳基硼酸与各种卤代芳烃偶合的催化剂相继被开发。芳基硼酸与苯酚在Cu(OAc)2和NEt3存在时用于合成二芳基醚,与胺的偶联是合成C-N键的有效方法,与,α-β不饱和体系的1,4-共轭加成反应广泛用于β-取代羰基化合物的合成。反应采用相对无毒而又廉价的普通试剂,反应条件温和,产率高,立体选择性好。综述了芳基硼酸在联芳基合成、二芳基醚合成、芳香胺合成和催化加成反应中的应用。

The Applications of Arylboronic Acid in biaryl synthesis, synthesis of diaryl ethers, synthesis of aromatic amines and catalytic addition reactions were summarized. Suzuki cross-coupling reaction is one of the most efficient methods for the construction of Caryl-Caryl bonds.In recent years, Various efficient catalyst precursors have been developed that allow aryl iodides, bromides, and chlorides to be effectively coupled with aryl boronic acids. Moreover, Ni-based catalysts have also been successfully used for the Suzuki reaction of aryl chlorides. Coupling of phenols and arylboronic acids in presence of Cu （OAc）2 and NEt3 give diaryl ethers. The catalytic coupling of arylboronic acids and amines is an effective C-N coupling methods. The 1,4-conjugate addition of arylboronic acids to enones is widely used process for carbon-carbon bond formation giving β-substituted carbonyl compounds with high enantioselectivity. These reactions show good substrate generality while using relatively nontoxic, inexpensive reagents under mild conditions and provided the products in good yield .