| Title | Synthesis of 1-Vinyl/Arylbenzotriazole 3-Oxides through a Copper-Mediated C-N Bond Coupling Reaction |
| Authors | Shi, Wei-Min Liu, Feng-Ping Wang, Zhi-Xin Bi, Hong-Yan Liang, Cui Xu, Li-Ping Su, Gui-Fa Mo, Dong-Liang |
| Affiliation | Guangxi Normal Univ, Minist Sci & Technol China, State Key Lab Chem & Mol Engn Med Resources, 15 Yu Cai Rd, Guilin 541004, Peoples R China. Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, 15 Yu Cai Rd, Guilin 541004, Peoples R China. Shandong Univ Technol, Sch Chem Engn, 266 West Xincun Rd, Zibo 255049, Peoples R China. Peking Univ, Lab Computat Chem & Drug Design, Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China. Guangxi Normal Univ, Minist Sci & Technol China, State Key Lab Chem & Mol Engn Med Resources, 15 Yu Cai Rd, Guilin 541004, Peoples R China. Su, GF Mo, DL (reprint author), Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, 15 Yu Cai Rd, Guilin 541004, Peoples R China. Xu, LP (reprint author), Shandong Univ Technol, Sch Chem Engn, 266 West Xincun Rd, Zibo 255049, Peoples R China. Xu, LP (reprint author), Peking Univ, Lab Computat Chem & Drug Design, Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China. |
| Keywords | benzotriazole oxides C-N bond formation copper catalysis N-O compounds organoboronic acids ARYLBORONIC ESTERS ARYLATION PROCESS BORONIC ACIDS O-ARYLATION NITRONES ARYL HETEROCYCLES OXIMES REARRANGEMENT TRANSITION |
| Issue Date | 2017 |
| Publisher | ADVANCED SYNTHESIS & CATALYSIS |
| Citation | ADVANCED SYNTHESIS & CATALYSIS.2017,359(16),2741-2746. |
| Abstract | An efficient synthesis of 1-vinyl/arylbenzotriazole 3-oxides via the copper-promoted coupling of N-hydroxybenzotriazoles with alkenyl- or arylboronic acids is reported. This strategy features mild reaction conditions, good functional group tolerance, broad substrate scope and rapid introduction of benzotriazole N-oxide moieties into molecules. Density functional theory calculations revealed that the formation of the favored N-coupling product depends on the kinetically more favorable C-N bond formation pathway. |
| URI | http://hdl.handle.net/20.500.11897/471439 |
| ISSN | 1615-4150 |
| DOI | 10.1002/adsc.201700462 |
| Indexed | SCI(E) |
| Appears in Collections: | 深圳研究生院待认领 |
