Department of Chemistry, Indian Institute of Science Education and Research (IISER) , Bhopal, Madhya Pradesh 462 066, India.
J Org Chem. 2017 Jan 20;82(2):1114-1126. doi: 10.1021/acs.joc.6b02731. Epub 2017 Jan 5.
A palladium-catalyzed, ortho-selective C-H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp)-H functionalization of benzyl nitriles in the presence of activated C(sp)-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.
本文报道了一种钯催化的邻位选择性 C-H 卤化方法。该工作的重点是在活化的 C(sp)-H 键存在下，苄基腈的高选择性 C(sp)-H 官能化，得到卤化产物，产率高，区域选择性好。除了苄基腈之外，芳基 Weinreb 酰胺和邻苯二甲酰亚胺也在非质子条件下进行了转化评价。反应途径和导向基团能力方面的机理研究提供了有趣的方面。
