Mild Metal-Free Sequential Dual Oxidative Amination of C(sp³)-H bonds: Efficient Synthesis of Imidazo[1,5-a]pyridines

Yizhe Yan, Yonghui Zhang, Zhenggen Zha and Zhiyong Wang*

*Hefei National Laboratory for Physical Sciences at Microscale, University of Science and Technology of China, Hefei 230026, P. R. China, Email: zwang3ustc.edu.cn

Y. Yan, Y. Zhang, Z. Zha, Z. Wang, Org. Lett., 2013, 15, 2274-2277.

DOI: 10.1021/ol4008487

Abstract

A metal-free sequential dual oxidative amination of C(sp³)-H bonds under ambient conditions affords imidazo[1,5-a]pyridines in very good yields. The reaction involves two oxidative C-N couplings and one oxidative dehydrogenation process with six hydrogen atoms removed.

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Key Words

imidazo[1,5-a]pyridines, TBHP, NIS

ID: J54-Y2013

Mild Metal-Free Sequential Dual Oxidative Amination of C(sp3)-H bonds: Efficient Synthesis of Imidazo[1,5-a]pyridines

Yizhe Yan, Yonghui Zhang, Zhenggen Zha and Zhiyong Wang*

Mild Metal-Free Sequential Dual Oxidative Amination of C(sp³)-H bonds: Efficient Synthesis of Imidazo[1,5-a]pyridines