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Iron-Catalyzed Aerobic α,β-Dehydrogenation

Guo-Qing Jiang, Bin-Hong Han, Xian-Peng Cai, Jian-Ping Qu* and Yan-Biao Kang*

*Nanjing Tech University, Nanjing 211816; University of Science and Technology of China, Hefei, Anhui 230026, China, Email:,

G.-Q. Jiang, B.-H. Han, X.-P. Cai, J.-P. Qu, Y.-B. Kang, Org. Lett., 2023, 25, 4429-4433.

DOI: 10.1021/acs.orglett.3c01240

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The combination of iron(III)chloride, tert-butyl nitrite (TBN), and N-hydroxyphthalimide (NHPI) catalyzes a direct aerobic α,β-dehydrogenation of carbonyls. A large variety of lactams and flavanones as well as coumarin and thiochromen-4-one could be produced via this transition-metal-free method in high yields.

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proposed mechanism

Key Words

oxygen, 2-quinolones, flavones

ID: J54-Y2023