[Cu]-Catalyzed S(N)AR reactions: direct amination of electron deficient aryl halides with sodium azide and the synthesis of arylthioethers under Cu(II)-ascorbate redox system
| Title | [Cu]-Catalyzed S(N)AR reactions: direct amination of electron deficient aryl halides with sodium azide and the synthesis of arylthioethers under Cu(II)-ascorbate redox system |
| Publication Type | Journal Article |
| Year of Publication | 2010 |
| Authors | Goriya, Y, Ramana, CV |
| Journal | Tetrahedron |
| Volume | 66 |
| Issue | 38 |
| Pagination | 7642-7650 |
| Date Published | SEP |
| ISSN | 0040-4020 |
| Keywords | Anilines, Azide reduction, Cu(II)-ascorbate redox system, SNAr reaction, Thioether |
| Abstract | A one pot [Cu]-promoted SNAr reaction of electron-deficient halobenzenes with sodium azide and the reduction of the intermediate aryl azides under the same Cu(II) ascorbate redox conditions leading to anilines has been documented. Control experiments revealed that both ascorbate and proline play important role in the reaction path way. Further, the use of this catalytic Cu(II) ascorbate redox system has been explored for the synthesis of arylthioethers. (C) 2010 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2010.07.032 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.011 |
Divison category:
Organic Chemistry