Department of Chemistry, Rutgers University , 73 Warren Street, Newark, New Jersey 07102, United States.
Org Lett. 2017 Apr 21;19(8):2158-2161. doi: 10.1021/acs.orglett.7b00796. Epub 2017 Apr 11.
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 in very good yields. The first use of versatile Pd-NHC complexes as catalysts is represented for transition-metal-catalyzed C(acyl)-N amination of amides by N-C activation.
首次报道了钯-NHC（NHC=氮杂环卡宾）配合物催化的仲酰胺转酰胺反应的通用方法。商业可得的、空气稳定和耐湿的（NHC）Pd（R-烯丙基）Cl 配合物可以有效地进行 C-N 交叉偶联反应，该反应涉及范围广泛的 N-Boc 和 N-Ts 酰胺，这些酰胺是通过选择性酰胺 N-官能化反应得到的，与非亲核性苯胺和空间位阻胺在非常好的产率下反应。首次使用多功能钯-NHC 配合物作为催化剂，通过 N-C 活化实现酰胺的过渡金属催化 C（酰基）-N 氨化反应。
