期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 354, 期 7, 页码 1287-1292出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100920
关键词
benzyl C?H bond; esterification; metal-free catalyst; protected amino acids; tetrabutylammonium iodide
资金
- National Science Foundation of China [21021001, 20972104]
- Program for Changjiang Scholars and Innovative Research Team in University
- Chinese Ministry of Education
- Scientific Fund of Sichuan Province for Outstanding Young Scientists
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.
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