CuI-Catalyzed Suzuki−Miyaura and Sonogashira Cross-Coupling Reactions Using DABCO as Ligand

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 f...

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Veröffentlicht in:Journal of organic chemistry 2007-03, Vol.72 (6), p.2053-2057
Hauptverfasser: Li, Jin-Heng, Li, Ji-Lan, Wang, De-Ping, Pi, Shao-Feng, Xie, Ye-Xiang, Zhang, Man-Bo, Hu, Xi-Chao
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Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0623742