Thorpe-Ingold Effect in Branch-Selective Alkylation of Unactivated Aryl Fluorides
作者:Matthew J. O'Neill、Tim Riesebeck、Josep Cornella
DOI:10.1002/anie.201804479
日期:2018.7.16
Presented herein is a general protocol for the alkylation of simple aryl fluorides with unbiased secondary Grignard reagents by means of nickel catalysis. This study revealed a general Thorpe–Ingold effect in the ligand backbone which confers a high degree of selectivity for the secondary carbon center in the C−C coupling event. This protocol is characterized by mild reaction conditions, robustness
本文提出了通过镍催化用无偏的二次格氏试剂将简单的芳基氟化物烷基化的一般方案。这项研究揭示了配体主链上普遍的索普-英戈尔德效应,在CC偶合事件中赋予了次级碳中心高度的选择性。该协议的特点是反应条件温和,稳健且简单。富电子和缺电子的芳基氟化物都是该转化的合适候选物。同样适合的是各种杂环,允许偶联而在亲电子位点没有过度烷基化。