Journal of Organic Chemistry 2007-03-16

CuI-catalyzed suzuki-miyaura and sonogashira cross-coupling reactions using DABCO as ligand.

Jin-Heng Li, Ji-Lan Li, De-Ping Wang, Shao-Feng Pi, Ye-Xiang Xie, Man-Bo Zhang, Xi-Chao Hu

Index: J. Org. Chem. 72(6) , 2053-7, (2007)

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Abstract

In the presence of TBAB, CuI-catalyzed Suzuki-Miyaura cross-coupling of vinyl halides and aryl halides with arylboronic acids was conducted smoothly to afford the corresponding diarylethenes and polyaryls in moderate to good yields using DABCO (1,4-diazabicyclo[2.2.2]octane) as the ligand. We also found that the inexpensive CuI/DABCO catalytic system was effective for Sonogashira cross-couplings of aryl halides and vinyl halides. A variety of aryl halides and vinyl halides including activated aryl chlorides underwent the coupling with terminal alkynes in moderate to excellent yields.