Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides

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• 作者：Xuefei Li ; Zhang Feng ; Zhong-Xing Jiang ; Xingang Zhang
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：November 20, 2015
• 年：2015
• 卷：17
• 期：22
• 页码：5570-5573
• 全文大小：350K
• ISSN：1523-7052

文摘

A mild and efficient nickel-catalyzed reductive cross-coupling between fluorinated secondary alkyl bromides and (hetero)aryl iodides is described. The use of FeBr₂ as an additive successfully overcomes the hydrodebromination and 尾-fluorine elimination of fluorinated substrates and allows the efficient synthesis of a wide range of trifluoromethyl and difluoroalkyl containing aliphatic compounds with a fluoroalkyl substituted tertiary carbon center. The notable features of this protocol are the synthetic and operational simplicity without preparation of moisture sensitive organometallic reagents and excellent functional group compatibility, even toward active proton containing substrates.