文献类型：期刊文献

英文题名：2-Amino-5,6-difluorophenyl-1H-pyrazole-Directed PdII Catalysis: Arylation of Unactivated β-C(sp3)-H Bonds

作者：Yang, Jinyue[1];Fu, Xiaopan[1];Tang, Shibiao[1];Deng, Kezuan[1];Zhang, Lili[1];Yang, Xianjin[2,3,4];Ji, Yafei[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Inst Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

年份：2019

卷号：84

期号：16

起止页码：10221

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20193307317250);WOS:【SCI-EXPANDED(收录号:WOS:000481979200034)，CCR-EXPANDED(收录号:WOS:000481979200034)】；

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

语种：英文

外文关键词：Aromatic compounds - Atoms - Catalysis - Silver halides - Salts

摘要：Palladium-catalyzed arylation of unactivated beta-C(sp(3))-H bonds in carboxylic acid derivatives with aryl iodides is described for the first time using 2-amino-5,6-difluorophenyl-1H-pyrazole as an efficient and readily removable directing group. Two fluoro groups are installed at the 5- and 6-position of the anilino moiety in 2-aminophenyl-1H-pyrazole, clearly enhancing the directing ability of the auxiliary. In addition, the protocol employs Cu(OAc)(2)/Ag3PO4 (1.2/0.3) as additives, evidently reducing the stoichiometric amount of expensive silver salts. Furthermore, this process exhibits high beta-site selectivity, compatibility with diverse substrates containing alpha-hydrogen atoms, and excellent functional group tolerance.