Issue 50, 2020, Issue in Progress
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RSC Advances

Iridium-catalyzed ortho-selective carbon–hydrogen amidation of benzamides with sulfonyl azides in ionic liquid†

Lin-Yu Jiao, ORCID logo *ab   Zi-Hui Ning,a   Qian Hong,a   Xin-Hua Peng,a   Xiao-Mei Yin,a   Shanshan Liu, ORCID logo *c   Huiyong Chen, ORCID logo ab   Zhuo Li,ab   Ming Sunab  and  Xiao-Xun Maab  

* Corresponding authors

a School of Chemical Engineering, Northwest University, Xi'an, Shaanxi, P. R. China
E-mail: lyjiao@nwu.edu.cn

b International Scientific and Technological Cooperation Base for Clean Utilization of Hydrocarbon Resources, Chemical Engineering Research Center of the Ministry of Education for Advance Use Technology of Shanbei Energy, Shaanxi Research Center of Engineering Technology for Clean Coal Conversion, Collaborative Innovation Center for Development of Energy and Chemical Industry in Northern Shaanxi, Northwest University, Xi'an, Shaanxi, P. R. China

c Shaanxi Key Laboratory of Chemical Additives for Industry, College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi'an, Shaanxi, P. R. China
E-mail: shanshanliu@sust.edu.cn

Abstract

An efficient and convenient iridium(III) catalyzed ortho-C–H bond amidation of weakly coordinating benzamides treated with readily available sulfonyl azides as the amino source has been described. In this transformation, ionic liquids represents an ideal reaction medium, giving rise to a broad range of amidation products under mild conditions in the open air. This protocol offers moderate to excellent chemical yields, exclusive regioselectivities, and good functional group tolerance.

Graphical abstract: Iridium-catalyzed ortho-selective carbon–hydrogen amidation of benzamides with sulfonyl azides in ionic liquid

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Article information

DOI
https://doi.org/10.1039/D0RA05527A
Article type
Paper
Submitted
24 Jun 2020
Accepted
03 Aug 2020
First published
11 Aug 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 29712-29722

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Iridium-catalyzed ortho-selective carbon–hydrogen amidation of benzamides with sulfonyl azides in ionic liquid

L. Jiao, Z. Ning, Q. Hong, X. Peng, X. Yin, S. Liu, H. Chen, Z. Li, M. Sun and X. Ma, RSC Adv., 2020, 10, 29712 DOI: 10.1039/D0RA05527A

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