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DABCO-Catalyzed Oxidation of Deoxybenzoins to Benzils with Air and One-Pot Synthesis of Quinoxalines

Chaorong Qi, Huanfeng Jiang*, Liangbin Huang, Zhengwang Chen, Huoji Chen

*School of Chemistry and Chemical Engineering, South China University of Technology, 381 Wushan Road, Guangzhou 510640, P. R. of China, Email: jianghfscut.edu.cn

C. Qi, H. Jiang, L. Huang, Z. Chen, H. Chen, Synthesis, 2011, 387-396.

DOI: 10.1055/s-0030-1258375


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Abstract

Aerobic oxidation of deoxybenzoins is efficiently catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) with air as the sole oxidant to give the corresponding benzils in excellent yields. The process has been successfully extended to a one-pot synthesis of quinoxalines from benzyl ketones and aromatic 1,2-diamines.

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Key Words

deoxybenzoins, benzils, 1,2-diketones, oxidation, oxygen, 1,2-diamines, quinoxalines


ID: J66-Y2011-0240