The coupling of potassium organotrifluoroborates with Baylis–Hillman derivatives via visible-light photoredox catalysis. Issue 21 (23rd May 2018)

• Record Type: Journal Article
• Authors: Ye, Hongqiang; Ye, Qianwen; Cheng, Dongping; Li, Xiaonian; Xu, Xiaoliang
• Is Part Of: Tetrahedron letters. Volume 59:Issue 21(2018)
• Page Start: 2046
• Page End: 2049
• Publication Date: 2018-05-23
• Subjects: Visible light photocatalysis -- Organotrifluoroborate -- Baylis–Hillman adduct -- C–C bond formation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.04.035
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: The coupling reaction of RBF3 K with Baylis–Hillman adducts via photoredox catalysis. New method for the synthesis of 2-alkyl substituted acrylate derivatives. Broad scope of the substrates, moderate to excellent yields, and mild conditions. Abstract: Catalyzed by Ir[dF(CF3 )ppy]2 (dtbbpy)PF6, the coupling of potassium organotrifluoroborates with Baylis–Hillman derivatives under visible light irradiation has been developed. Based on the mechanism of reductive quenching cycle, it provides an easy, mild, efficient method for the synthesis of a variety of α, β-unsaturated carboxylic esters derivatives in a broad scope of the substrates.