Palladium-Catalyzed ortho-Monoacylation of Arenes with Aldehydes­ via 1,2,4-Benzotriazine-Directed C–H Bond Activation

Jin Liu; Shaofen Jin; Yingxing Zhou; Dongmei Ni; Tingting Liu; Bingcun Cui; Gang Hu; Xin Yu; Guosheng Huang

doi:10.1055/s-0039-1691564

Synthesis, Inhaltsverzeichnis

Synthesis 2020; 52(09): 1407-1416
DOI: 10.1055/s-0039-1691564

paper

Palladium-Catalyzed ortho-Monoacylation of Arenes with Aldehydes via 1,2,4-Benzotriazine-Directed C–H Bond Activation

Jin Liu

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

^dHuangshi Shi Xing Pharmaceutical Co., Ltd., Huangshi 435003, P. R. of China

,

Shaofen Jin

^cGraduate School, Hubei Normal University, Huangshi 435003, P. R. of China

,

Yingxing Zhou

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

,

Dongmei Ni

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

,

Tingting Liu

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

,

Bingcun Cui∗

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

,

Gang Hu

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

,

Xin Yu

^aHubei Key Laboratory of Kidney Disease Pathogenesis and Intervention, School of Medicine, Hubei Polytechnic University, Huangshi 435003, P. R. of China eMail: cbc_hbpu@163.com

,

Guosheng Huang∗

^bState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China eMail: hgs2368@163.com

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Abstract

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Abstract

An efficient palladium-catalyzed C–H bond functionalization/ortho-monoacylation reaction of 3-aryl-1,2,4-benzotriazines with (hetero)aryl or alkyl aldehydes has been developed, which offers a facile and alternative strategy for direct modification and further diversification of 3-aryl-1,2,4-benzotriazines. Bioactive 1,2,4-benzotriazine has been employed as a novel directing group for the palladium-catalyzed regioselective monoacylation of sp² C–H bond protocol with broad substrate scope and good functional group tolerance.

Key words

palladium-catalyzed - acylation - aldehydes - 1,2,4-benzotriazine - C–H activation

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Referenzen

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