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Sodium Trifluoromethanesulfinate-Promoted Photocatalytic C–H Acylation of N-Heterocycles with 4-Acyl-1,4-dihydropyridines in Air

作者:Yong Liu, Yue Zhang, Weixin Xiao, Haoning Wang, Haijun Yang, Xiaobo Yang, Hua Fu · 发表于:Organic Letters · 年份:2025 · DOI:10.1021/acs.orglett.5c02237 · 被引用次数:5 · 研究领域:Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods、Radical Photochemical Reactions

Dibenzo[ b,f ][1,4]oxazepine derivatives play important roles in synthetic organic chemistry and pharmaceutical science. However, the synthetic approaches to diverse dibenzo[ b,f ][1,4]oxazepine derivatives are very limited. Here, sodium trifluoromethanesulfinate was applied as the precursor of the organic photocatalyst, and the selective C–H acylation of dibenzo[ b,f ][1,4]oxazepines with 4-acyl-1,4-dihydropyridines was performed well in air under light irradiation at room temperature, in which sodium trifluoromethanesulfinate transformed into pentacoordinate sulfide under the present conditions and the in situ -formed pentacoordinate sulfide acted as an efficient photocatalyst. The protocol was effectively extended to the selective C–H acylation of 11 H -dibenzo[ b,e ]azepines. The present method shows some advantages, including a cheap photocatalytic system, mild conditions, a wide substrate scope, and moderate to good yields.