Palladium-catalyzed conversion of benzylic and allylic halides into alpha-aryl and beta,gamma-unsaturated tertiary amides by the use of a carbamoylsilane.
[reaction: see text] Treatment of allylic and benzylic halides with N,N-dimethylcarbamoyl(trimethyl)silane in the presence of tetrakis(triphenylphosphine)palladium(0) affords tertiary amides, which arise from the replacement of the halogen by the N,N-dimethylcarbamoyl group.
Cunico
Robert F
RF
Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, 60115, USA. rfc@marilyn.chem.niu.edu
Pandey
Rajesh K
RK
D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D001554:Benzene / Q000737:chemistry*; D002219:Carbamates / Q000737:chemistry*; D002384:Catalysis; D006219:Halogens / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*
D000577:Amides; D002219:Carbamates; D006219:Halogens; D012821:Silanes; C510999:carbamoylsilane; D010165:Palladium; D001554:Benzene