Direct acylation of aryl chlorides with aldehydes by palladium-pyrrolidine Co-catalysis.
A palladium catalyst system has been developed that allows for the direct acylation of aryl chlorides with aldehydes. The choice of ligand, as well as the presence of pyrrolidine and molecular sieves is shown to be critical to the catalysis, which appears to proceed via an enamine intermediate. The reaction was successful for a wide range of aryl chlorides and tolerant of functionality on the aldehyde component, giving easy access to alkyl aryl ketones in modest to good yields.
Colbon
Paul
P
Department of Chemistry, Liverpool Centre for Materials and Catalysis, University of Liverpool, Liverpool L69 7ZD, UK.
Ruan
Jiwu
J
Purdie
Mark
M
Xiao
Jianliang
J
D000215:Acylation; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*
D000447:Aldehydes; D006843:Hydrocarbons, Chlorinated; D007659:Ketones; D011759:Pyrrolidines; D010165:Palladium; C032519:pyrrolidine