Organophotoredox-catalyzed decarboxylative C-O/N/S bond formation: access to ampakine APIs and quinazolinone alkaloids
| Title | Organophotoredox-catalyzed decarboxylative C-O/N/S bond formation: access to ampakine APIs and quinazolinone alkaloids |
| Publication Type | Journal Article |
| Year of Publication | 2025 |
| Authors | Sonavane, SR, Kale, TB, Bhatt, GJ, Mhaske, SB |
| Journal | Organic Letters |
| Volume | 27 |
| Issue | 15 |
| Pagination | 3871-3876 |
| Date Published | APR |
| Type of Article | Article |
| ISSN | 1523-7060 |
| Abstract | This study describes a novel and general protocol featuring organophotoredox-catalyzed intramolecular decarboxylative construction of carbon-heteroatom (oxygen, nitrogen, and sulfur) bonds, enabling direct access to ampakine APIs (CX-614 and CX-554), quinazolinone alkaloids (deoxyvasicinone and mackinazolinone), and thiazinone scaffolds as well as their congeners with broad functional group tolerance and scalability. Mechanistic studies suggest a radical-polar crossover pathway via single-electron oxidation. |
| DOI | 10.1021/acs.orglett.5c00565 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.5 |
Divison category:
Organic Chemistry
Database:
Web of Science (WoS)