Palladium-Catalyzed, ortho-Selective C–H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides
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- 作者：Riki Das ; Manmohan Kapur
- 刊名：Journal of Organic Chemistry
- 出版年：2017
- 出版时间：January 20, 2017
- 年：2017
- 卷：82
- 期：2
- 页码：1114-1126
- 全文大小：812K
- ISSN：1520-6904
文摘
A palladium-catalyzed, ortho-selective C–H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)–H functionalization of benzyl nitriles in the presence of activated C(sp3)–H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic conditions. Mechanistic studies yield interesting aspects with respect to the pathway of the reaction and the directing group abilities.