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Catalytic Membrane-Installed Microchannel Reactors for Allylic Arylation
Y. M. A. Yamada, T. Watanabe, K. Torii, Y. Uozumi*
Institute for Molecular Science, Okazaki and Riken, Wako, Japan
20 November 2009 (online)
A catalytic membrane-installed microdevice was prepared and applied to the instantaneous allylic arylation of allyl esters with aryl boron reagents. Thus, the allylic arylation was carried out by installing cinnamyl acetate (4) (EtOAc solution A) and NaBPh4 (aqueous solution B) oppositely into the polymeric palladium membrane-installed microdevice 1 to give 1,3-diphenyl-1-propene (5) in quantitative yield within one second of residence time. The reaction of several aryl esters (including an ester of a secondary allylic alcohol) with arylboron reagents was also examined (6 examples, 33-99% yield).