Microwave-assisted synthesis of 5-substituted 1H-tetrazoles via [3+2] cycloaddition over a heterogeneous Cu-based catalyst: application to the preparation of N-13-labelled tetrazoles
| Title | Microwave-assisted synthesis of 5-substituted 1H-tetrazoles via [3+2] cycloaddition over a heterogeneous Cu-based catalyst: application to the preparation of N-13-labelled tetrazoles |
| Publication Type | Journal Article |
| Year of Publication | 2017 |
| Authors | Joshi, SM, Mane, RB, Pulagam, KR, Gomez-Vallejo, V, Llop, J, Rode, C |
| Journal | New Journal of Chemistry |
| Volume | 41 |
| Issue | 16 |
| Pagination | 8084-8091 |
| Date Published | AUG |
| Type of Article | Article |
| Abstract | The [3+2] cycloaddition between various nitriles and sodium azide proceeds smoothly in the presence of a new Cu-II catalyst in N-methyl-2-pyrrolidone (NMP) to give the corresponding 5-substituted 1H-tetrazoles. The desired tetrazoles were obtained in high yields within 3-30 min by employing controlled microwave heating. The reaction most probably proceeds through the activation of the nitrile groups by the Cu-II species, followed by a successive [3+2] cycloaddition with the sodium azide. The good performance of the catalyst enabled the preparation of selected tetrazoles labelled with the positron emitter nitrogen-13 even under conventional heating. The short reaction time, simple work-up procedure, and recyclability of the catalyst are advantages of the method reported here. |
| DOI | 10.1039/c7nj00568g |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.277 |
Divison category:
Chemical Engineering & Process Development
Add new comment