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Metal-Free, Hindered, Regioselective Access to Multifunctional Groups Diarylamines via SNAr Substitution of P-Nitroso Aromatic Methyl Ether by Arylamines  ( SCI-EXPANDED收录)  

文献类型:期刊文献

英文题名:Metal-Free, Hindered, Regioselective Access to Multifunctional Groups Diarylamines via SNAr Substitution of P-Nitroso Aromatic Methyl Ether by Arylamines

作者:Zou, Shuliang Zhang, Yazhou Wu, Qin Zhao, Tianming Li, Yutao Liu, Bing Ma, Xianguo

第一作者:邹树良

通信作者:Zou, SL[1];Ma, XG[2]

机构:[1]Guizhou Inst Technol, Sch Food & Drug Mfg Engn, Doctor Rd, Guiyang 550003, Peoples R China;[2]Guizhou Inst Technol, Sch Chem Engn, Doctor Rd, Guiyang 550003, Peoples R China;[3]Guizhou Univ Tradit Chinese Med, Sch Pharm, 4 Dongqing Rd, Guiyang 550025, Peoples R China

第一机构:贵州理工学院

通信机构:corresponding author), Guizhou Inst Technol, Sch Food & Drug Mfg Engn, Doctor Rd, Guiyang 550003, Peoples R China;corresponding author), Guizhou Inst Technol, Sch Chem Engn, Doctor Rd, Guiyang 550003, Peoples R China.|贵州理工学院化学工程学院;贵州理工学院;

年份:2024

外文期刊名:CHEMISTRY-A EUROPEAN JOURNAL

收录:;WOS:【SCI-EXPANDED(收录号:WOS:001138865800001)】;

基金:This work is supported by the National Natural Science Foun-dation of China (No. 51963004), Top Talent Project of Guizhou Provincial Department of Education (Grant No. QJJ [2022]084), High-Level Talent Initial Funding of Guizhou Institute of Technology (Grant No. XJGC20190645, XJGC20141107) and Natural Science Foundation of Guizhou Province (Grants No. QKHJC-ZK [2023] Key 019, QKHJC [2018]1071, Qiankehezhicheng [2020]1Y167), Natural Science Research Project of Guizhou Provincial Education Office (Grant No. [2015]339). We also thank Dr. Yongzhong Lu, and Dr. Wenwen He for NMR and HRMS data collection.

语种:英文

外文关键词:amination; intermolecular nucleophilic aromatic substitution; nitroso arenes; regioselective; hindered

摘要:Multifunctional groups diarylamines, an innovative product, efficiently produced from arylamines and p-nitrosoanisole derivatives by intermolecular SNAr under weak acid conditions. This SNAr proceeds under mild reaction conditions, and more significantly, the substrates involved do not necessarily require strong electron-withdrawing groups. Moreover, this SNAr is characterized by resistance to space crowding, tolerance to halogen and nitroso functional groups, and high regioselectivity. Mechanistic observations suggest that the SNAr is the result of the transfer of the positive charge center of the protonated nitroso group to the p-methoxy group.

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