文献类型：期刊文献

英文题名：DDQ-mediated oxidation of sp3 C-H bond for the direct synthesis of vicinal tricarbonyl compounds

作者：Wang, Zheng-Lin[1];An, Xing-Lan[1];Ge, Li-Shi[1];Jin, Jing-Hai[1];Luo, Xiaoyan[1];Deng, Wei-Ping[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China

年份：2014

卷号：70

期号：24

起止页码：3788

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000336710200007)，CCR-EXPANDED(收录号:WOS:000336710200007)】；

基金：This work was financially supported by the Fundamental Research Funds for the Central Universities and the National Natural Science Foundation of China (No. 21172068).

语种：英文

外文关键词：Vicinal tricarbonyl compounds; DDQ; TEMPO

摘要：A facile and direct synthetic method was developed for the construction of vicinal tricarbonyl compounds (VTCs) in moderate to excellent yields (46-92%), by treating the readily available 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The reaction pathway involves the DDQ-mediated oxidative activation of sp(3) C-H bond and subsequent coupling to TEMPO to form the key intermediate TEMPO-substrate adduct, which can be further converted to VTC products promoted by DDQ (C) 2014 Elsevier Ltd. All rights reserved.