C2-arylacylation of 2H-benzothiazoles with methyl arenes via Selectfluor oxidation

[Display omitted] •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. An efficient Selectfluor-oxidative protocol was...

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Veröffentlicht in:Tetrahedron letters 2021-07, Vol.75, p.153184, Article 153184
Hauptverfasser: Lu, Qi, Sun, Xiao-Tong, Kong, Yao-Lei, Liu, Jin-Chuan, Chen, Bo, Weng, Jian-Quan
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Sprache:eng
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Zusammenfassung:[Display omitted] •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. An efficient Selectfluor-oxidative protocol was developed for the direct C2-arylacylation of 2H-benzothiazoles via the radical reaction of 2H-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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153184