Photoredox halogenation of quinolones: the dual role of halo-fluorescein dyes. Issue 20 (6th May 2021)

• Record Type: Journal Article
• Authors: Ritu, ; Kumar, Sharvan; Chauhan, Parul; Jain, Nidhi
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 20(2021)
• Page Start: 4585
• Page End: 4592
• Publication Date: 2021-05-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00538c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An unprecedented visible light mediated regioselective C-3 halogenation of quinolones was achieved using halo-fluorescein dyes as a halogen source and air as an oxidant. This reaction has broad substrate scope and gives 3-halo quinolone derivatives. Abstract : An efficient C-3 halogenation of quinolin-4-ones is reported with halogenated fluorescein dyes which serve both as a halogen source and photocatalyst. This reaction shows broad substrate scope and gives good to excellent yields of C-3 brominated/iodinated quinolones with eosin Y/rose bengal in green light under ambient conditions. The mechanistic investigations suggest a radical pathway involving the oxidative dehalogenation of the dye in the presence of air.