Synthesis of 1, 4‐Dicarbonyl Compounds by Visible‐Light‐Mediated Cross‐Coupling Reactions of α‐Chlorocarbonyls and Enol Acetates. Issue 20 (17th September 2020)

• Record Type: Journal Article
• Authors: Liu, Qiang; Wang, Rui‐Guo; Song, Hong‐Jian; Liu, Yu‐Xiu; Wang, Qing‐Min
• Is Part Of: Advanced synthesis & catalysis. Volume 362:Issue 20(2020)
• Page Start: 4391
• Page End: 4396
• Publication Date: 2020-09-17
• Subjects: α-Chlorocarbonyls -- Cross-coupling -- 1, 4-Dicarbonyl compounds -- Photocatalysis -- Unsymmetrical diketones; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202000791
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Herein, we report a protocol for visible‐light‐mediated radical coupling reactions of α‐chloroketones and enol acetates to afford 1, 4‐dicarbonyl compounds, which are important precursors and intermediates in organic synthesis. The reaction involves photoredox‐catalyzed activation of the α‐chloroketone upon photoelectron transfer, carbon–chlorine bond cleavage, and coupling of the resulting radical with the carbon–carbon double bond of the enol acetate. This mild protocol has a wide substrate scope and moderate to good yields. Abstract :