A Surprising Substituent Effect Provides a Superior Boronic Acid Catalyst for Mild and Metal-Free Direct Friedel-Crafts Alkylations and Prenylations of Neutral Arenes
作者:Carolynne L. Ricardo、Xiaobin Mo、J. Adam McCubbin、Dennis G. Hall
DOI:10.1002/chem.201500020
日期:2015.3.9
for Friedel–Crafts alkylations is an important objective of interest toward the production of pharmaceuticals and commodity chemicals. Herein, 2,3,4,5‐tetrafluorophenylboronic acid was identified as a potent air‐ and moisture‐tolerant metal‐free catalyst that significantly improves the scope of direct Friedel–Crafts alkylations of a variety of slightly activated and neutral arenes, including polyarenes
对于Friedel-Crafts烷基化反应,开发更通用,更有效的催化方法是生产药品和日用化学品的重要目标。在这里,2,3,4,5-四氟苯基硼酸被认为是一种有效的耐空气和耐湿的无金属催化剂,可显着改善各种轻度活化和中性芳烃(包括聚芳烃)的直接Friedel-Crafts烷基化反应的范围,以及烯丙基和苄基醇。该方法还为直接安装天然存在的芳烃中常见的异戊二烯单元提供了简单的替代方法。与苄醇的烷基化在异常温和的条件下发生。