文献类型：期刊文献

英文题名：Undecorated Cu(OAc)2-Catalyzed C(sp3)-C(sp3) Bond Formation through para-Hydroxy Group Triggered Remote Benzylic C(sp3)-H Bond Functionalization

作者：Huang, Jian-Gang[1];Guo, Ying[1];Li, Yu-Dan[1];Liu, Hong-Wei[1];Liao, Dao-Hua[1];Ji, Ya-Fei[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

年份：2015

卷号：2015

期号：24

起止页码：5334

外文期刊名：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000359703900006)，CCR-EXPANDED(收录号:WOS:000359703900006)】；

基金：The authors gratefully thank the National Natural Science Foundation of China (NSFC) (project numbers 21176074 and 21476074) and the Research Fund for the Doctoral Program of Higher Education of China (project number 20130074110009) for financial support.

语种：英文

外文关键词：Copper; Oxidation; C-H activation; Fluorine; Stereogenic centers

摘要：The undecorated Cu(OAc)(2)-catalyzed para-hydroxy group triggered oxidative coupling of 2,6-disubstituted 4-cresols with fluorinated beta-keto esters or malonates leading to benzylic C(sp(3))-C(sp(3)) bond formation was investigated. This formal double C(sp(3))-H coupling method features mild conditions, atom economy, ligand- and additive-free catalysis, and ambient air as the terminal oxidant. This ecofriendly method allows rapid access to highly functionalized 3-phenylpropanoate derivatives containing fluorinated quaternary carbon-like centers. On the basis of active p-benzoquinone methide intermediates, a plausible mechanism was proposed.