Reductive coupling of benzyl oxalates with highly functionalized alkyl bromides by nickel catalysis
作者:Xiao-Biao Yan、Chun-Ling Li、Wen-Jie Jin、Peng Guo、Xing-Zhong Shu
DOI:10.1039/c8sc00609a
日期:——
Coupling reactions involving non-sulfonated C–O electrophiles provide a promising method for forming C–C bonds, but the incorporation of functionalized or secondary alkyl groups remains a challenge due to the requirement for well-defined alkylmetal species. In this study, we report a reductive nickel-catalyzed cross-coupling of benzyl oxalates with alkyl bromides, using oxalate as a new leaving group
涉及非磺化C-O亲电子试剂的偶联反应为形成C-C键提供了一种有前途的方法,但由于需要明确的烷基金属种类,官能化或仲烷基的掺入仍然是一个挑战。在这项研究中,我们报道了草酸苄酯与烷基溴的还原镍催化交叉偶联,使用草酸作为新的离去基团。各种高度官能化的烷基单元(例如官能团:烷基氯、醇、醛、胺、酰胺、硼酸酯、醚、酯、杂环、膦酸酯、张力环)被有效地结合在苄基位置。通过复杂生物活性化合物的后期修饰进一步证明了这种合成方法的实用性。初步的机理实验表明,该反应可能涉及自由基过程。