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

The Journal of organic chemistry (2007-02-09)
Jin-Heng Li, Ji-Lan Li, De-Ping Wang, Shao-Feng Pi, Ye-Xiang Xie, Man-Bo Zhang, Xi-Chao Hu
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.

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Sigma-Aldrich
1,3-Diiodobenzene, 98%