Singlet oxygen mediated dual C–C and C–N bond cleavage in visible light. Issue 15 (2nd April 2020)

• Record Type: Journal Article
• Authors: Ritu, ; Sharma, Charu; Kumar, Sharvan; Jain, Nidhi
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 15(2020)
• Page Start: 2921
• Page End: 2928
• Publication Date: 2020-04-02
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob00563k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A tandem cleavage of carbon–carbon and carbon–nitrogen bonds in imidazo[1, 2- a ]pyridines and imidazo[1, 2- a ]quinolines is reported in the presence of eosin Y and visible light. Abstract : A tandem cleavage of carbon–carbon and carbon–nitrogen bonds in imidazo[1, 2- a ]pyridines and imidazo[1, 2- a ]quinolines is reported in the presence of eosin Y and visible light. The ring opening occurs under ambient conditions through singlet oxygen insertion, bond cleavage and CO2 elimination, and produces N -(pyridin-2-yl) amides and N -(quinolin-2-yl) amides in high yields. The reaction shows good versatility, and does not require strong external oxidants and additives.