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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 45, 2015 - Issue 13
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Original Articles

Metal-Free Direct Hydrosulfonylation of Azodicarboxylates with Sulfinic Acids Leading to Sulfonylhydrazine Derivatives

Jiangwei WenKey Laboratory of Life Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong, China
,
Wei WeiKey Laboratory of Life Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong, ChinaCorrespondence[email protected] huawang@[email protected]
,
Daoshan YangKey Laboratory of Life Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong, China
,
Yufeng FanKey Laboratory of Life Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong, China
,
Lulu FuKey Laboratory of Life Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong, China
&
Hua WangKey Laboratory of Life Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong, ChinaCorrespondence[email protected] huawang@[email protected]
Pages 1574-1584 | Received 15 Sep 2014, Published online: 08 May 2015
 
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Abstract

A metal-free direct hydrosulfonylation protocol of azodicarboxylates with sulfinic acids has been developed for the construction of sulfonylhydrazine-1,2-dicarboxylates at room temperature. This methodology provides an efficient and practical approach to prepare various sulfonylhydrazine-1,2-dicarboxylates in good to excellent yields, which has the advantages of operation simplicity, environmental friendliness, high atom economy, and mild reaction conditions.

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