Chalcogenylation of 4-hydroxycoumarins and 4-hydroxyquinolinones in water at room temperature

Dulin Kong; Wenyan Wei; Xingjian Wang; Haoyu Tian; Xiaolin Cui; Senyao Zheng; Junchao Lu; Guiwei Yao; Xia Zhong; Jiao Chen; Xun Chen; Guangkuan Zhao

doi:10.1039/D5CC04270D

Chalcogenylation of 4-hydroxycoumarins and 4-hydroxyquinolinones in water at room temperature

Dulin Kong,

†*^a Wenyan Wei,†^a Xingjian Wang,†^a Haoyu Tian,

^a Xiaolin Cui,^a Senyao Zheng,^a Junchao Lu,^a Guiwei Yao,^a Xia Zhong,^a Jiao Chen,^a Xun Chen

*^a and Guangkuan Zhao*^a

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* Corresponding authors

^a Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, International Joint Research Center of Human-machine Intelligent Collaborative for Tumor Precision Diagnosis and Treatment of Hainan Province, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Pharmaceutical Sciences, Hainan Medical University, Haikou 571199, Hainan Province, P. R. China
E-mail: kongdulin@muhn.edu.cn, chenxun@muhn.edu.cn, zhaoguangkuan@muhn.edu.cn

Abstract

A mild and efficient iodine-promoted method has been developed for synthesizing 3-selenyl and 3-sulfenyl derivatives of 4-hydroxycoumarins and 4-hydroxyquinolinones in aqueous media at room temperature. The practicality of this approach was further validated by control experiments that support plausible reaction pathways and by its successful application to the synthesis of 3,3′-sulfenyl-bis-4-hydroxycoumarins.

Chemical Communications

Chalcogenylation of 4-hydroxycoumarins and 4-hydroxyquinolinones in water at room temperature

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Chalcogenylation of 4-hydroxycoumarins and 4-hydroxyquinolinones in water at room temperature

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