Lewis acid triggered N-alkylation of sulfoximines through nucleophilic ring-opening of donor-acceptor cyclopropanes: synthesis of gamma-sulfoximino malonic diesters
| Title | Lewis acid triggered N-alkylation of sulfoximines through nucleophilic ring-opening of donor-acceptor cyclopropanes: synthesis of gamma-sulfoximino malonic diesters |
| Publication Type | Journal Article |
| Year of Publication | 2022 |
| Authors | More, SG, Suryavanshi, G |
| Journal | Organic & Biomolecular Chemistry |
| Volume | 20 |
| Issue | 12 |
| Pagination | 2518-2529 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 1477-0520 |
| Abstract | Scandium triflate (Sc(OTf)(3)) catalyzed, mild, and regioselective ring-opening reaction of donor-acceptor (D-A) cyclopropanes has been developed using sulfoximines for the synthesis of gamma-sulfoximino malonic diesters. This protocol allows the synthesis of different N-alkyl sulfoximines in good to excellent yields (up to 94%) with broad functional group tolerance. In this process, N-H and C-C bonds are cleaved to form new C-N and C-H bonds. The feasibility of this method is supported by a gram-scale reaction and synthetic elaboration of the obtained product. |
| DOI | 10.1039/d2ob00213b |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.890 |
Divison category:
Chemical Engineering & Process Development
Database:
Web of Science (WoS)