<i>Ortho</i>‐C–H addition of 2‐substituted pyridines with alkenes and imines enabled by mono(phosphinoamido)‐rare earth complexes
Hailong Lin, Yongrui Li, Jinyu Wang, Mei Zhang, Tao Jiang, Jing Li, Yanhui Chen
Abstract
Abstract We here reported a special catalytic performance of mono(phosphinoamido)‐ligated rare earth complexes in ortho ‐C–H functionalization of pyridines with nonpolar alkenes and polar imines. Upon treatment with one equiv. of borate reagent B(C 6 F 5 ) 3 or [Ph 3 C][B(C 6 F 5 ) 4 ], complex NP1‐Sc can act as an efficient catalyst for ortho ‐C–H alkylation of pyridines towards alkenes. In the presence of 1:1 mixed secondary amine of HN (SiMe 3 ) 2 and HNBn 2 , complex NP2‐Gd can catalyze ortho ‐C–H addition of pyridines towards imines, effectively. A wide range of substrates were subjected to the catalysis to render the one step synthesis of a variety of ortho ‐alkylated and ortho ‐aminoalkylated pyridine derivatives in good yields and an excellent regioselectivity and chemoselectivity.