Ligand-, copper-, and amine-free one-pot synthesis of 2-substituted indoles via Sonogashira coupling 5-endo-dig cyclization
| Title | Ligand-, copper-, and amine-free one-pot synthesis of 2-substituted indoles via Sonogashira coupling 5-endo-dig cyclization |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Palimkar, SS, P. Kumar, H, Lahoti, RJ, Srinivasan, KV |
| Journal | Tetrahedron |
| Volume | 62 |
| Issue | 21 |
| Pagination | 5109-5115 |
| Date Published | MAY |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | 5-endo-dig cyclization, Indole, synthesis, Ultrasound |
| Abstract | Results of the optimized conditions for the one-pot synthesis of 2-substituted indoles via palladium acetate catalyzed tandem Sonogashira coupling 5-endo-dig cyclization at room temperature under ultrasonic irradiation and standard stirred conditions are described. Electron-donating and electron-withdrawing groups present in both Coupling partners were well tolerated under these mild conditions. A copper-, ligand- and amine-free condition is an important feature of this protocol. Significant enhancement of reaction rates was observed for the reactions employing ultrasonic irradiation. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2006.03.035 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.645 |
Divison category:
Organic Chemistry