Organophotoredox-catalyzed decarboxylative C-O/N/S bond formation: access to ampakine APIs and quinazolinone alkaloids

TitleOrganophotoredox-catalyzed decarboxylative C-O/N/S bond formation: access to ampakine APIs and quinazolinone alkaloids
Publication TypeJournal Article
Year of Publication2025
AuthorsSonavane, SR, Kale, TB, Bhatt, GJ, Mhaske, SB
JournalOrganic Letters
Volume27
Issue15
Pagination3871-3876
Date PublishedAPR
Type of ArticleArticle
ISSN1523-7060
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.

DOI10.1021/acs.orglett.5c00565
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.5

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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