trans-Chloro(1-Naphthyl)bis(triphenylphosphine)nickel(II)/PCy3 Catalyzed Cross-Coupling of Aryl and Heteroaryl Neopentylglycolboronates with Aryl and Heteroaryl Mesylates and Sulfama

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• 作者：Pawaret Leowanawat ; Na Zhang ; Mehtap Safi ; David J. Hoffman ; Miriam C. Fryberger ; Aiswaria George ; Virgil Percec
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：March 16, 2012
• 年：2012
• 卷：77
• 期：6
• 页码：2885-2892
• 全文大小：446K
• 年卷期：v.77,no.6(March 16, 2012)
• ISSN：1520-6904

文摘

trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) complex/PCy₃ system has been successfully applied as catalyst for the Suzuki鈥揗iyaura cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature. This cross-coupling reaction tolerates various functional groups, including keto, imino, ester, ether, and cyano. Together with the nickel-catalyzed, one-pot, two-step neopentylglycolborylation, this bench stable and inexpensive Ni(II)-based catalyst can be utilized as an alternative to Ni(COD)₂/PCy₃ to provide an inexpensive, robust, and convenient synthesis of biaryl and heterobiaryl compounds.