Unified strategy for nickel-catalyzed C-2 Alkylation of indoles through chelation assistance
| Title | Unified strategy for nickel-catalyzed C-2 Alkylation of indoles through chelation assistance |
| Publication Type | Journal Article |
| Year of Publication | 2016 |
| Authors | Soni, V, Jagtap, RA, Gonnade, RG, Punji, B |
| Journal | ACS Catalysis |
| Volume | 6 |
| Issue | 9 |
| Pagination | 5666–5672 |
| Date Published | JUL |
| Abstract | A nickel-catalyzed direct C-2 alkylation of indoles through monodentate-chelation assistance has been described. This reaction proceeds via an unusual strategy by the use of a well-designed and defined (quinolinyl)amido–nickel catalyst, [{κN,κN,κN-Et2NCH2C(O)(μ-N)C9H6N}Ni(OAc)], providing a solution to the limitations associated with bidentate-chelate auxiliaries. The method allows coupling of indoles with various unactivated primary and secondary alkyl halides with ample substrate scope. This uniquely strategized alkylation proceeded through crucial C–H activation and via an alkyl radical intermediate. The reaction by this approach represents a rare example of Ni-catalyzed monodentate-chelate-assisted C–H functionalization. |
| DOI | 10.1021/acscatal.6b02003 |
| Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 9.307 |