Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to alpha,beta-unsaturated aldehydes.
A novel tandem protocol involving a Heck reaction process for the synthesis of alpha,beta-unsaturated aldehydes has been developed. In the presence of Pd(OAc), PPh3, NaOAc, TBAB and air, N-allylbenzenamines underwent the reaction with various aryl halides to afford the corresponding alpha,beta-unsaturated aldehydes selectively in moderate to good yields. The protocol can also be used as a valuable route for the deallylation of arylamines.
Jiang
Tao-Shan
TS
College of Chemistry and Materials Science, Wenzhou University, Wenzhou, 325035, China.
Li
Jin-Heng
JH
D000447:Aldehydes / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D006841:Hydrocarbons, Aromatic / Q000737:chemistry; D008722:Methods; D010100:Oxygen; D010165:Palladium
D000447:Aldehydes; D000475:Alkenes; D000588:Amines; D006841:Hydrocarbons, Aromatic; D010165:Palladium; D010100:Oxygen