Rhodium-catalyzed arylation using arylboron compounds: efficient coupling with aryl halides and unexpected multiple arylation of benzonitrile.

作者: Kenji Ueura , Tetsuya Satoh , Masahiro Miura

DOI: 10.1021/OL050590B

关键词: Medicinal chemistryBenzonitrileRhodiumBond cleavageNucleophileArylHalideChemistryCatalysisOrganic chemistry

摘要: The Suzuki−Miyaura-type cross-coupling of arylboron compounds with aryl halides proceeds efficiently in the presence a rhodium-based catalyst system to produce corresponding biaryls. Furthermore, it has unexpectedly been observed that treatment benzonitrile under similar conditions brings about its multiple arylation, which nucleophilic arylation on cyano group and subsequent ortho via C−H bond cleavage are involved.

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