文献类型：期刊文献

英文题名：Catalytic Cascade Access to Biaryl-2-Methyl Acetates from Pyruvate O-Arylmethyl Ketoximes via the Palladium-Catalyzed C(sp2)H Bond Arylation and C-O Bond Solvolysis

作者：Shao, Ling-Yan[1];Xing, Li-Hao[1];Guo, Ying[1];Yu, Kun-Kun[1];Wang, Wei[1,2];Liu, Hong-Wei[1];Liao, Dao-Hua[1];Ji, Ya-Fei[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Univ New Mexico, Dept Chem & Chem Biol, MSC03 2060, Albuquerque, NM 87131 USA

年份：2018

卷号：360

期号：15

起止页码：2925

外文期刊名：ADVANCED SYNTHESIS & CATALYSIS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000440815900018)，CCR-EXPANDED(收录号:WOS:000440815900018)】；

基金：We gratefully thank the National Natural Science Foundation of China (Project Nos. 21476074 and 21676088) for financial support.

语种：英文

外文关键词：arylation; biaryl-2-methyl acetates; C(sp(2))-H bond activation; pyruvate ketoximes; solvolysis

摘要：A catalytic cascade has been developed for the synthesis of biaryl-2-methyl acetates via a palladium-catalyzed ortho-C(sp(2))-H bond arylation of pyruvate O-arylmethyl ketoximes with aryl iodides followed by a solvolysis, in which the pyruvic ketoxime ester as a new auxiliary is employed to direct the C(sp(2))-H bond activation. The straightforward treatment of O-arylmethyl hydroxylamines and ethyl pyruvate with aryl iodides also provides the target products in a one-pot fashion. Furthermore, the new palladacycle intermediate is unambiguously confirmed by single-crystal X-ray diffraction analysis. A plausible reaction pathway is proposed for the Pd-catalyzed arylation-acetolysis sequence.