Synthesis of 3-Acyl and 2-Acyl Imidazo [1, 2-a]pyridines by I2-Mediated Diamination of α, β-Unsaturated Ketones with 2-Aminopyridines

doi:10.6023/cjoc201712045

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (6): 1530-1537.DOI: 10.6023/cjoc201712045 Previous Articles Next Articles

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碘介导的2-氨基吡啶对α,β-不饱和酮的双胺化反应合成3-酰基和2-酰基咪唑并[1,2-a]吡啶

于文全^a, 宋利娜^a, 田显海^a, 赵婷^a, 王漫漫^a, 武杰^a, 乔艳^b, 常俊标^a

a 郑州大学化学与分子工程学院郑州 450001;
b 郑州大学基础医学院郑州 450001

收稿日期:2017-12-31 修回日期:2018-01-11 发布日期:2018-02-06
通讯作者: 于文全,E-mail:wenquan_yu@zzu.edu.cn;常俊标,E-mail:changjunbiao@zzu.edu.cn E-mail:wenquan_yu@zzu.edu.cn;changjunbiao@zzu.edu.cn
基金资助:
国家自然科学基金（No.81330075）和郑州大学优秀青年人才研究基金（No.1521316004）资助项目.

Synthesis of 3-Acyl and 2-Acyl Imidazo [1, 2-a]pyridines by I₂-Mediated Diamination of α, β-Unsaturated Ketones with 2-Aminopyridines

Yu Wenquan^a, Song Lina^a, Tian Xianhai^a, Zhao Ting^a, Wang Manman^a, Wu Jie^a, Qiao Yan^b, Chang Junbiao^a

a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001;
b School of Basic Medical Sciences, Zhengzhou University, Zhengzhou 450001

Received:2017-12-31 Revised:2018-01-11 Published:2018-02-06
Contact: 10.6023/cjoc201712045 E-mail:wenquan_yu@zzu.edu.cn;changjunbiao@zzu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 81330075) and the Outstanding Young Talent Research Fund of Zhengzhou University (No. 1521316004).

1. Synthesis of 3-Acyl and 2-Acyl Imidazo [1, 2-a]pyridines by I₂-Mediated Diamination of α, β-Unsaturated Ketones with 2-Aminopyridines.PDF(3029KB)

Abstract

Employing molecular iodine as the sole oxidant, a new and transition metal-free diamination reaction of α,β-unsaturated ketones with 2-aminopyridines has been developed. It can not only produce 3-acyl imidazo[1,2-a]pyridines but can also generate novel 2-acyl derivatives regioselectively by changing the solvent and substituents in the 2-aminopyridine substrates.

Key words: molecular iodine, transition metal-free, diamination, imidazo[1,2-a]pyridine, regioselective

Cite this article

Yu Wenquan, Song Lina, Tian Xianhai, Zhao Ting, Wang Manman, Wu Jie, Qiao Yan, Chang Junbiao. Synthesis of 3-Acyl and 2-Acyl Imidazo [1, 2-a]pyridines by I₂-Mediated Diamination of α, β-Unsaturated Ketones with 2-Aminopyridines[J]. Chin. J. Org. Chem., 2018, 38(6): 1530-1537.

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碘介导的2-氨基吡啶对α,β-不饱和酮的双胺化反应合成3-酰基和2-酰基咪唑并[1,2-a]吡啶

Synthesis of 3-Acyl and 2-Acyl Imidazo [1, 2-a]pyridines by I₂-Mediated Diamination of α, β-Unsaturated Ketones with 2-Aminopyridines

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