Base mediated sequentialnitrogen insertion and benzotriazolationof p-quinone methides
| Title | Base mediated sequentialnitrogen insertion and benzotriazolationof p-quinone methides |
| Publication Type | Journal Article |
| Year of Publication | 2026 |
| Authors | Mamale, AG, Ghodake, BM, Bhattacharya, AK |
| Journal | Journal of Organic Chemistry |
| Volume | 91 |
| Issue | 30 |
| Pagination | 10414-10424 |
| Date Published | JUL |
| Type of Article | Article |
| ISSN | 0022-3263 |
| Abstract | Herein, we report a base-mediated, one-pot protocol for the synthesis of functionalized benzotriazole derivatives via in situ generation of benzotriazoles from benzene-1,2-diamines and tert-butyl nitrite. The transformation proceeds through nitrogen insertion, followed by a subsequent 1,6-aza-Michael addition with p-quinone methides, enabling efficient C-N bond formation. Notably, the developed method operates under mild, transition-metal-free conditions and is performed under an open-air atmosphere, offering a practical and environmentally benign approach to structurally diverse benzotriazoles and demonstrated 34 examples of <= 87% yield with wide functional group tolerance. |
| DOI | 10.1021/acs.joc.6c00862 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.3 |

Add new comment