Pd-mBDPP-catalyzed regioselective internal arylation of electron-rich olefins by aryl halides |
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Authors: | Liu Shifang Berry Neil Thomson Nick Pettman Alan Hyder Zeynab Mo Jun Xiao Jianliang |
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Affiliation: | Department of Chemistry, Liverpool Centre for Materials and Catalysis, University of Liverpool, Liverpool L697ZD, UK. |
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Abstract: | meso-2,4-Bis(diphenylphosphino)pentane (mBDPP) has proved to be an effective regiocontrolling ligand for palladium-catalyzed internal arylation by aryl bromides of electron-rich olefins in a common solvent DMSO with no need for any halide scavengers. The arylation of the benchmark electron-rich olefin butyl vinyl ether took place smoothly to afford exclusively alpha-arylated product with high isolated yields. The better performance of mBDPP, compared with that of the commonly used DPPP [1,3-bis(diphenylphosphino)propane], highlights the important but subtle effect of ligand on the regioselectivity of the Heck arylation reactions. |
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