Organic Chemistry Frontiers 2018-04-02

Decarboxylative formylation of aryl halides with glyoxylic acid by merging organophotoredox with palladium catalysis

Bin Zhao, Rui Shang, Wan-Min Cheng, Yao Fu

Index: 10.1039/C8QO00253C

Full Text: HTML

Abstract

Decarboxylative formylation of aryl and heteroaryl halides with glyoxylic acid is enabled by synergistic catalysis using an organic dye, 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN), and a phosphine ligated palladium catalyst under mild irradiation conditions. A wide range of aryl halides and heteroaryl halides are amenable to deliver functionalized aryl and heteroaryl aldehydes. The reaction represents a new application of organophotoredox/palladium synergistic catalysis for catalytic decarboxylative cross-couplings.