I2-catalyzed intramolecular oxidative amination of C(sp3)–H bond: efficient access to 3-acylimidazo[1,2-a]pyridines under neat condition

Lilan Huang; Wenqing Yin; Jian Wang; Chunfang Gan; Yanmin Huang; Chusheng Huang; Yimiao He

doi:10.1039/C8RA10118C

I₂-catalyzed intramolecular oxidative amination of C(sp³)–H bond: efficient access to 3-acylimidazo[1,2-a]pyridines under neat condition†

Lilan Huang,‡^a Wenqing Yin,

‡^a Jian Wang,

^b Chunfang Gan,^a Yanmin Huang,^a Chusheng Huang*^a and Yimiao He

*^a

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* Corresponding authors

^a Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, P. R. China
E-mail: heyimiao@gxtc.edu.cn, huangcs@gxtc.edu.cn

^b Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, P. R. China

Abstract

An efficient and “green” protocol for the synthesis of 3-acylimidazo[1,2-a]pyridines through intramolecular oxidative α-amination of carbonyl compounds has been developed. The reaction proceeds smoothly utilizing I₂ as a catalyst and H₂O₂ as an oxidant under neat condition with broad substrate scope. Several complex nitrogen-containing fused rings are conveniently constructed, which are not easy to access by traditional methods.

This article is part of the themed collection: Editors’ collection: Catalytic Organic Transformations

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Article information

DOI: https://doi.org/10.1039/C8RA10118C
Article type: Paper
Submitted: 10 Dec 2018
Accepted: 02 Jan 2019
First published: 18 Jan 2019
This article is Open Access

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RSC Adv., 2019,9, 2381-2385

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I₂-catalyzed intramolecular oxidative amination of C(sp³)–H bond: efficient access to 3-acylimidazo[1,2-a]pyridines under neat condition

L. Huang, W. Yin, J. Wang, C. Gan, Y. Huang, C. Huang and Y. He, RSC Adv., 2019, 9, 2381 DOI: 10.1039/C8RA10118C

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