A Free Radical Cyclization Catalyzed by Ruthenium Hydride Species. Issue 23 (20th October 2021)

• Record Type: Journal Article
• Authors: Kim, Rira; Kwon, Kuktae; Lee, Hee‐Yoon
• Is Part Of: Chemistry, an Asian journal. Volume 16:Issue 23(2021)
• Page Start: 3909
• Page End: 3913
• Publication Date: 2021-10-20
• Subjects: free radicals -- cyclization -- Ru catalysis -- photolysis -- reaction control; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.202101023
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: A photolytically generated ruthenium hydride species catalyzing a free radical cyclization reaction was developed. As the new methodology ensures reproducibility of the free radical reaction of trialkyltin hydrides and a fast hydrogen transfer to the radical intermediates, the methodology provides fast quenching of radical intermediates and thus suppresses rearrangement of radical intermediates before the hydride quench. By offering new reactivity and selectivity to the trialkyltin hydride mediated free radical cyclization reactions, the methodology will find wide range of applications in organic synthesis. Abstract : A new trialkyltin hydride‐mediated free radical reaction catalyzed by a dimeric ruthenium compound in the presence of light was developed. The new reaction protocol is much more reliable than the conventional free radical reaction and provides a selectivity of product formation through fast quenching of the reaction by the ruthenium hydride species.