Pd-catalyzed intermolecular ortho-C-H amidation of anilides by N-nosyloxycarbamate.
A palladium-catalyzed ortho-C-H amidation of anilides by N-nosyloxycarbamates was developed for the synthesis of 2-aminoanilines. This reaction can be carried out under relatively mild conditions and exhibits excellent regioselectivity and functional group tolerance. The amidation reaction is probably initiated by rate-limiting C-H cyclopalladation (k(H)/k(D) = 3.7) to form an arylpalladium complex, followed by nitrene functionalization.
Ng
Ka-Ho
KH
State Key Laboratory for Chirosciences and The Institute of Molecular Technology for Drug Discovery and Synthesis, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
Chan
Albert S C
AS
Yu
Wing-Yiu
WY
D000813:Anilides / Q000737:chemistry*; D002219:Carbamates / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D007536:Isomerism; D010165:Palladium / Q000737:chemistry*
D000813:Anilides; D002219:Carbamates; D010165:Palladium; D002244:Carbon; D006859:Hydrogen