Copper-Catalyzed Carbonylative Synthesis of β-Boryl Amides via Boroamidation of Alkenes

被引：48

作者：

Wu, Fu-Peng ^{[1
]}

Holz, Jens ^{[1
]}

Yuan, Yang ^{[1
]}

Wu, Xiao-Feng ^{[1
,2
]}

机构：

[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany

[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China

来源：

CCS CHEMISTRY | 2021年 / 3卷 / 04期

关键词：

carbonylative; boroamidation; copper catalyst; enantioselective; olefins; ENANTIOSELECTIVE SYNTHESIS; CU-B; AMINOBORATION; HYDROBORATION; DESIGN; ESTERS; HYDROAMIDATION; VINYLARENES; ACCESS; BONDS;

D O I：

10.31635/ccschem.020.202000579

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

beta-Boryl amide is a class of high value intermediates in organic chemistry. In this work, a copper-catalyzed carbonylative boroamidation of olefins toward the synthesize of beta-boryl amides has been developed. Several new chemical bonds were constructed in this transformation. A wide range of beta-boryl amides were produced in excellent regioselectivity and good to excellent yields. Ethylene gas can be successfully transformed under the same standard conditions as well. Notably, with the use of a chiral ligand, the first example of enantioselective carbonylative boroamidation of alkenes was realized. In addition, Piposulfan and Pipobroman, antineoplastic medicines, were prepared by this methodology in a straightforward manner.

引用

页码：2643 / 2654

页数：12

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