Palladium-catalyzed amination of aryl nonaflates
Anderson, KW; Mendez-Perez, M; Priego, J; Buchwald, SL
| HERO ID | 5416740 |
|---|---|
| In Press | No |
| Year | 2003 |
| Title | Palladium-catalyzed amination of aryl nonaflates |
| Authors | Anderson, KW; Mendez-Perez, M; Priego, J; Buchwald, SL |
| Journal | Journal of Organic Chemistry |
| Volume | 68 |
| Issue | 25 |
| Page Numbers | 9563-9573 |
| Abstract | The first detailed study of the palladium-catalyzed amination of aryl nonaflates is reported. Use of ligands 2-4 and 6 allows for the catalytic amination of electron-rich and -neutral aryl nonaflates with both primary and secondary amines. With use of Xantphos 5, the catalytic amination of a variety of functionalized aryl nonaflates resulted in excellent yields of anilines; even 2-carboxymethyl aryl nonaflate is effectively coupled with a primary alkylamine. Moderate yields were obtained when coupling halo-aryl nonaflates with a variety of amines, where in most cases the aryl nonaflate reacted in preference to the aryl halide. Overall, aryl nonaflates are an effective alternative to triflates in palladium-catalyzed C-N bond-forming processes due to their increased stability under the reaction conditions. |
| Doi | 10.1021/jo034962a |
| Pmid | 14656080 |
| Wosid | WOS:000187016700004 |
| Url | <Go to ISI>://WOS:000187016700004 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |