Electrochemical Conversion of N-Sulfinylamines to Sulfonimidoyl Fluorides

Fang-Ling Gao; Xinglei He; Bin Zhao; Yuqi Lin; Ke-Yin Ye

doi:10.1002/cjoc.202401088

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (7) : 769 -774. DOI: 10.1002/cjoc.202401088

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Electrochemical Conversion of N-Sulfinylamines to Sulfonimidoyl Fluorides

Fang-Ling Gao ¹
, Xinglei He ²
, Bin Zhao ¹
, Yuqi Lin ¹^,^†
, Ke-Yin Ye ¹^,²^,^†

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Abstract

The invention of novel linkers is a long-lasting task in the area of the sulfur(VI) fluoride exchange reaction (SuFEx). Compared with the most frequently investigated sulfonyl fluorides, synthetic accessibility toward its mono-aza isostere, i.e., sulfonimidoyl fluorides is still limited. Herein, we report an electrochemical carbonfluorination of the readily available N-sulfinylamines to access various aryl and alkyl sulfonimidoyl fluorides. The transformation is characterized by the ready availability of starting materials, mild reaction conditions, and obviating metal catalysts and chemical oxidants.

Keywords

Electrochemical / N-Sulfinylamines / Sulfonimidoyl fluorides / Sulfur(VI) fluoride exchange reaction / Green chemistry

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Fang-Ling Gao, Xinglei He, Bin Zhao, Yuqi Lin, Ke-Yin Ye. Electrochemical Conversion of N-Sulfinylamines to Sulfonimidoyl Fluorides. Chinese Journal of Chemistry, 2025, 43(7): 769-774 DOI:10.1002/cjoc.202401088