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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 51, 2021 - Issue 6
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Articles

Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide

Shiying Chea College of Pharmacy, Shaanxi University of Chinese Medicine, Shaanxi, P.R. China;b School of Chemistry and Materials Science, Huaihua University, Huaihua, P.R. China;c Key Laboratory of Research and Utilization of Ethnomedicinal Plant Resources of Hunan Province, Huaihua University, Huaihua, P.R. ChinaView further author information
,
Qiao Zhua College of Pharmacy, Shaanxi University of Chinese Medicine, Shaanxi, P.R. China;b School of Chemistry and Materials Science, Huaihua University, Huaihua, P.R. China;c Key Laboratory of Research and Utilization of Ethnomedicinal Plant Resources of Hunan Province, Huaihua University, Huaihua, P.R. ChinaView further author information
,
Zhenghong Luob School of Chemistry and Materials Science, Huaihua University, Huaihua, P.R. ChinaCorrespondence[email protected] [email protected]
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,
Yan Lianb School of Chemistry and Materials Science, Huaihua University, Huaihua, P.R. ChinaCorrespondence[email protected]
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&
Zijian Zhaoa College of Pharmacy, Shaanxi University of Chinese Medicine, Shaanxi, P.R. China;b School of Chemistry and Materials Science, Huaihua University, Huaihua, P.R. China;c Key Laboratory of Research and Utilization of Ethnomedicinal Plant Resources of Hunan Province, Huaihua University, Huaihua, P.R. ChinaView further author information
Pages 935-942 | Received 03 Oct 2020, Published online: 28 Dec 2020
 
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Abstract

A novel and facile copper-catalyzed methylation of sulfonamides was herein demonstrated. The practical transformation took place readily under the oxidative conditions, and N-methyl amides (23 examples) were successfully furnished in high efficiency (up to 90% yields). Dicumyl peroxide was considered to act not only as the oxidant in the system, but also methyl donor for the methylation protocol.

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Additional information

Funding

The authors are grateful for the financial support from the Foundation of Hunan Double First-rate Discipline Construction Projects [grant number YYZW2018-9, ZWX2016-11).

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