Electrochemical Cascade Annulation for the Synthesis of 3-Sulfanylquinoline Derivatives Under Mild Conditions

Ke Li; Ming-Zhong Guo; Zhuo Chen; Hao-Ran Li; Weisi Guo; Ming Li; Lin-Bao Zhang

doi:10.1002/cjoc.202400141

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (16) : 1833 -1838. DOI: 10.1002/cjoc.202400141

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Electrochemical Cascade Annulation for the Synthesis of 3-Sulfanylquinoline Derivatives Under Mild Conditions

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Abstract

An efficient electrochemical approach has been developed for the construction of 3-sulfanylquinoline derivatives by treating phenylethynylbenzoxazinanones with disulfides in an undivided cell. The protocol provided a convenient route to functionalized quinolines with good functional group tolerance. Moreover, it does not require any metal catalysts or additives, furnishing a series of biological quinolines in moderate to good yields.

Keywords

Electrocatalysis / Electrooxidation / Annulation / 3-Sulfanylquinoline / C3-thioetherification

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Ke Li, Ming-Zhong Guo, Zhuo Chen, Hao-Ran Li, Weisi Guo, Ming Li, Lin-Bao Zhang. Electrochemical Cascade Annulation for the Synthesis of 3-Sulfanylquinoline Derivatives Under Mild Conditions. Chinese Journal of Chemistry, 2024, 42(16): 1833-1838 DOI:10.1002/cjoc.202400141