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A Metal‐Free Oxidative Esterification of the Benzyl CH Bond
Author(s) -
Feng Jie,
Liang Shuai,
Chen ShanYong,
Zhang Ji,
Fu SongSen,
Yu XiaoQi
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100920
Subject(s) - chemistry , catalysis , oxidative phosphorylation , iodide , organic chemistry , metal , amino acid , iodine , combinatorial chemistry , medicinal chemistry , biochemistry
An efficient metal‐free oxidative esterification of benzyl CH 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.