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Multicomponent Synthesis of Imidazo[1,2-a]pyridines: Aerobic Oxidative Formation of C-N and C-S Bonds by Flavin-Iodine-Coupled Organocatalysis

Hayaki Okai, Kazumasa Tanimoto, Ryoma Ohkado and Hiroki Iida*

*Department of Chemistry, Graduate School of Natural Science and Technology, Shimane University, 1060 Nishikawatsu, Matsue 690-8504, Japan, Email:

H. Okai, K. Tanimoto, R. Ohkado, H. Iida, Org. Lett., 2020, 22, 8002-8006.

DOI: 10.1021/acs.orglett.0c02929

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The combination of flavin and iodine catalyzes an aerobic oxidative C-N bond-forming process for the facile synthesis of imidazo[1,2-a]pyridines. This dual catalytic system can also be applied to the one-pot, three-step synthesis of 3-thioimidazo[1,2-a]pyridines from aminopyridines, ketones, and thiols.

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Key Words

imidazo[1,2-a]pyridines, oxygen, organocatalysis

ID: J54-Y2020