Ni-catalyzed alpha-alkylation of unactivated amides and esters with alcohols by hydrogen auto-transfer strategy
| Title | Ni-catalyzed alpha-alkylation of unactivated amides and esters with alcohols by hydrogen auto-transfer strategy |
| Publication Type | Journal Article |
| Year of Publication | 2018 |
| Authors | Midya, SP, Rana, J, Pitchaimani, J, Nandakumar, A, Madhu, V, Balaraman, E |
| Journal | CHEMSUSCHEM |
| Volume | 11 |
| Issue | 22 |
| Pagination | 3911-3916 |
| Date Published | NOV |
| Type of Article | Article |
| Abstract | A transition-metal-catalyzed borrowing hydrogen/hydrogen auto-transfer strategy allows the utilization of feedstock alcohols as an alkylating partner, which avoids the formation of stoichiometric salt waste and enables a direct and benign approach for the construction of C-N and C-C bonds. In this study, a nickel-catalyzed alpha-alkylation of unactivated amides and ester (tert-butyl acetate) is carried out by using primary alcohols under mild conditions. This C-C bond-forming reaction is catalyzed by a new, molecularly defined nickel(II) NNN-pincer complex (0.1-1 mol %) and proceeds through hydrogen auto-transfer, thereby releasing water as the sole byproduct. In addition, N-alkylation of cyclic amides under Ni-catalytic conditions is demonstrated. |
| DOI | 10.1002/cssc.201801443 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 7.411 |
Divison category:
Organic Chemistry