A General Method for Two-Step Transamidation of Secondary Amides Using Commercially Available, Air- and Moisture-Stable Palladium/NHC (<i>N</i>-Heterocyclic Carbene) Complexes
作者:Guangrong Meng、Peng Lei、Michal Szostak
DOI:10.1021/acs.orglett.7b00796
日期:2017.4.21
The first general method is reported for transamidation of secondary carboxamides catalyzed by Pd-NHC (NHC = N-heterocyclic carbene) complexes. Commercially available, air- and moisture-stable (NHC)Pd(R-allyl)Cl complexes can effect C–N cross-coupling of a wide range of N-Boc and N-Ts amides, obtained by selective amide N-functionalization, with non-nucleophilic anilines and sterically hindered amines
据报道,第一种通用方法是对由Pd-NHC(NHC = N-杂环卡宾)配合物催化的仲羧酰胺进行氨基转移。市售的空气和湿气稳定(NHC)Pd(R-烯丙基)Cl配合物可以实现广泛的N - Boc和N- Ts酰胺的C-N交叉偶联,这是通过选择性酰胺N-官能化获得的,与非亲核性苯胺和位阻胺的收率非常好。多功能钯-NHC络合物作为催化剂的首次使用代表了通过N-C活化进行过渡金属催化的酰胺的C(酰基)-N氨基化反应。