| Title | Selective -Oxyamination and Hydroxylation of Aliphatic Amides |
| Authors | Li, Xinwei Lin, Fengguirong Huang, Kaimeng Wei, Jialiang Li, Xinyao Wang, Xiaoyang Geng, Xiaoyu Jiao, Ning |
| Affiliation | Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Xue Yuan Rd 38, Beijing 100191, Peoples R China. Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China. Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Xue Yuan Rd 38, Beijing 100191, Peoples R China. Jiao, N (reprint author), Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China. |
| Keywords | amides C-H functionalization oxidations radicals synthetic methods BOND-FORMING REACTIONS OXOAMMONIUM SALTS SECONDARY AMIDES ELECTROPHILIC ACTIVATION CHEMOSELECTIVE SYNTHESIS ASYMMETRIC ALKYLATION EQUILIBRIUM ACIDITIES EPSILON-CAPROLACTAM TRIFLIC ANHYDRIDE ARYLBORONIC ACIDS |
| Issue Date | 2017 |
| Publisher | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
| Citation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.2017,56(40),12307-12311. |
| Abstract | Compared to the -functionalization of aldehydes, ketones, even esters, the direct -modification of amides is still a challenge because of the low acidity of -CH groups. The -functionalization of N-H (primary and secondary) amides, containing both an unactived -C-H bond and a competitively active N-H bond, remains elusive. Shown herein is the general and efficient oxidative -oxyamination and hydroxylation of aliphatic amides including secondary N-H amides. This transition-metal-free chemistry with high chemoselectivity provides an efficient approach to -hydroxy amides. This oxidative protocol significantly enables the selective functionalization of inert -C-H bonds with the complete preservation of active N-H bond. |
| URI | http://hdl.handle.net/20.500.11897/470768 |
| ISSN | 1433-7851 |
| DOI | 10.1002/anie.201706963 |
| Indexed | SCI(E) |
| Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |
