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

Author affiliations

* 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

Supplementary files

Article information

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

Download Citation

RSC Adv., 2019,9, 2381-2385

Permissions

Request permissions

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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

RSC Advances