The coupling of alkylboronic acids and esters with Baylis–Hillman derivatives by Lewis base/photoredox dual catalysis. Issue 18 (2nd May 2019)

• Record Type: Journal Article
• Authors: Ye, Hongqiang; Zhao, He; Ren, Shujian; Ye, Hongfeng; Cheng, Dongping; Li, Xiaonian; Xu, Xiaoliang
• Is Part Of: Tetrahedron letters. Volume 60:Issue 18(2019)
• Page Start: 1302
• Page End: 1305
• Publication Date: 2019-05-02
• Subjects: Visible light photocatalysis -- Lewis base activation -- Alkylboronic acids and esters -- Baylis–Hillman derivatives; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.04.015
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: The coupling of alkylboronic acids or esters with B-H adducts via dual catalysis. New method for the synthesis of 2-alkyl substituted acrylate derivatives. Broad scope of the substrates, moderate to excellent yields, simple operations. Abstract: Utilizing Lewis base/photoredox dual catalysis, carbon radicals generated from either alkylboronic acids or esters were coupled with Baylis–Hillman derivatives under visible light irradiation. This protocol provides a mild and operationally simple method for the synthesis of a variety of α, β-unsaturated carbonyl compounds in a broad scope of the substrates. The mechanism of Lewis base activation and reductive quenching cycle was probably involved.