Palladium-Catalyzed Oxidative Arylation of ortho-Phenylcarbamates with Arenes

Key words

ortho-arylation - C-H activation - C-H functionalization - palladium

Significance

A highly useful method for the oxidative palladium-catalyzed coupling of simple ­arenes and ortho-phenylcarbamates was developed. The reaction proceeds via double C-H bond functionalization with high regioselectivities including electron-rich, -neutral, and -deficient arenes as substrates.

Comment

This novel coupling method enables a most straightforward access to biaryls form ­simple arenes solely via C-H functionalization. ­Inexpensive and environmentally benign sodium ­persulfate (Na₂S₂O₈) is used as oxidant. The mechanism proposed for this reaction is supported by the X-ray structure of the palladacycle P.