A facile one-carbon homologation of aryl aldehydes to amides.
The easily accessible 2-aryl-1,1-dibromo-1-alkenes can be converted to amides under unusually mild conditions in good to excellent yields. Both electron-donating and electron-withdrawing substitutions on the aromatic rings are tolerated, and the reaction works well with hindered alkylamines. This simple homologation could find broad applications. [reaction: see text]
Shen
Wang
W
Sunesis Pharmaceuticals, 341 Oyster Point Boulevard, South San Francisco, California 94080, USA. wshen@sunesis.com
Kunzer
Aaron
A
D000447:Aldehydes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D006868:Hydrolysis; D007202:Indicators and Reagents; D010165:Palladium / Q000737:chemistry
D000447:Aldehydes; D000577:Amides; D007202:Indicators and Reagents; D010165:Palladium