Ni-catalyzed dehydrogenative coupling of primary and secondary alcohols with methyl-N-heteroaromatics
| Title | Ni-catalyzed dehydrogenative coupling of primary and secondary alcohols with methyl-N-heteroaromatics |
| Publication Type | Journal Article |
| Year of Publication | 2018 |
| Authors | Rana, J, Babu, R, Subaramanian, M, Balaraman, E |
| Journal | Organic Chemistry Frontiers |
| Volume | 5 |
| Issue | 22 |
| Pagination | 3250-3255 |
| Date Published | NOV |
| Type of Article | Article |
| Abstract | Here we report the first base-metal catalyzed dehydrogenative coupling of primary (aromatic, heteroaromatic, and aliphatic) and secondary alcohols with methyl-N-heteroaromatics to form various C(sp(3))-alkylated N-heteroaromatics. The reaction is enabled by Earth abundant, non-precious NiBr2 as a transition metal catalyst and N,N,N,N-tetramethylethylenediamine (TMEDA) as a ligand system. Mechanistic studies reveal that a hydrogen auto-transfer process is involved in the direct C(sp(3))-alkylation and the reaction proceeds through an -olefination process. |
| DOI | 10.1039/c8qo00764k |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 5.455 |
Divison category:
Organic Chemistry