A Metal-Free Oxidative Esterification of the Benzyl C?H Bond

作者:Feng Jie; Liang Shuai; Chen Shan Yong; Zhang Ji*; Fu Song Sen; Yu Xiao Qi
来源:Advanced Synthesis & Catalysis, 2012, 354(7): 1287-1292.
DOI:10.1002/adsc.201100920

摘要

An efficient metal-free oxidative esterification of benzyl C?H bonds was developed. Using tetrabutylammonium iodide as catalyst and tert-butyl hydroperoxide as co-oxidant, benzylic substrates could react smoothly with various carboxylic acids to give the esters with good to excellent yields. The method was also suitable for the O-protection of N-Boc amino acids. The reaction mechanism was primarily investigated and a radical process was proposed.