Jiefeng Hu1, Yue Zhao1, Jingjing Liu1, Yemin Zhang1, Zhuangzhi Shi2. 1. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China. 2. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China. shiz@nju.edu.cn.
Abstract
A nickel/N-heterocyclic carbene catalytic system has been established for decarbonylative borylation of amides with B2 nep2 by C-N bond activation. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage borylation of amide groups in complex compounds. More importantly, as a key intermediate, the structure of an acyl nickel complex was first confirmed by X-ray analysis. Furthermore, the decarbonylative process was also observed. These findings confirm the key mechanistic features of the acyl C-N bond activation process.
A nickel/n class="Disease">N-heterocycliccarbene catalytic system has been established for decarbonylative borylation of amides with B2 nep2 by C-N bond activation. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage borylation of amide groups in complex compounds. More importantly, as a key intermediate, the structure of an acyl nickel complex was first confirmed by X-ray analysis. Furthermore, the decarbonylative process was also observed. These findings confirm the key mechanistic features of the acyl C-N bond activation process.
Authors: Liana Hie; Emma L Baker; Sarah M Anthony; Jean-Nicolas Desrosiers; Chris Senanayake; Neil K Garg Journal: Angew Chem Int Ed Engl Date: 2016-11-04 Impact factor: 15.336
Authors: Timothy B Boit; Milauni M Mehta; Junyong Kim; Emma L Baker; Neil K Garg Journal: Angew Chem Int Ed Engl Date: 2020-11-30 Impact factor: 15.336