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Palladium-Imidazolium Carbene Catalyzed Aryl, Vinyl, and Alkyl Suzuki-Miyaura Cross Coupling

Merritt B. Andrus* and Chun Song

*Department of Chemistry and Biochemistry, Brigham Young University, C100 BNSN, Provo, Utah 84602, USA, Email: mbandruschem.byu.edu

M. B. Andrus, C. Song, Org. Lett., 2001, 3, 3761-3764.

DOI: 10.1021/ol016724c (free Supporting Information)


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Abstract

Pd(II) acetate efficiently catalyzes a coupling of aryl, vinyl, and alkyl boronates and boronic acids with aryldiazonium tetrafluoroborates without added base in the presence of N,N-bis-(2,6-diisopropylphenyl)dihydroimidazolium chloride. The reactions were performed at low temperatures giving product in 2 to 4 h with very good yields. Diazonium ions can also be formed in situ.

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SIPr HCl



Palladium catalyzed Suzuki-Miyaura coupling with aryl chlorides using a bulky phenanthryl N-heterocyclic carbene ligand

C. Song, Y. Ma, Q. Chai, C. Ma, W. Jiang, M. B. Andrus, Tetrahedron, 2005, 61, 7438-7446.


Key Words

Suzuki-Miyaura Cross Coupling


ID: J54-Y2001