Rhodium‐Catalyzed Regioselective N2‐Alkylation of Benzotriazoles with Diazo Compounds/Enynones via a Nonclassical Pathway |
| |
| Authors: | Kai Wang Ping Chen Danqing Ji Prof Dr Xinhao Zhang Guangyang Xu Prof Dr Jiangtao Sun |
| |
| Institution: | 1. Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, China;2. Lab of Computational Chemistry and Drug Design, Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen, China |
| |
| Abstract: | A novel rhodium‐catalyzed highly selective N2‐alkylation of benzotriazoles with diazo compounds/enynones is achieved, providing N2‐alkylated benzotriazoles in good to excellent yields and with excellent N2 selectivities. Importantly, different to traditional carbene insertion into X?H (X=N, O etc) bonds, DFT calculations disclose that this selective N2‐alkylation probably proceeds through a formal 1,3‐ rather than 1,2‐H shift to give the final products. |
| |
| Keywords: | benzotriazole carbenes diazo compounds enynones rhodium catalysis |
|
|
