C2-arylacylation of 2H-benzothiazoles with methyl arenes via Selectfluor oxidation. (6th July 2021)

• Record Type: Journal Article
• Authors: Lu, Qi; Sun, Xiao-Tong; Kong, Yao-Lei; Liu, Jin-Chuan; Chen, Bo; Weng, Jian-Quan
• Is Part Of: Tetrahedron letters. Volume 75(2021)
• Publication Date: 2021-07-06
• Subjects: Arylacylation -- 2H-Benzothiazole -- Methyl arenes -- Selectfluor -- Oxidation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153184
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: An efficient approach for C2-arylacylation of 2H-benzothiazoles was developed. Methyl arenes directly acts as carbonyl sources. Wide substrate scope and good functional compatibility. Metal-free catalytic system and mild conditions. Abstract: An efficient Selectfluor-oxidative protocol was developed for the direct C2-arylacylation of 2 H -benzothiazoles via the radical reaction of 2 H -benzothiazoles with methyl arenes. Selectfluor can effectively promote the oxidative cross-coupling without an external catalyst. This arylacylation reaction tolerates a wide range of functional groups affording 28 examples of the arylacylated products in 39–81% yield.