Metal-free introduction of primary sulfonamide into electron-rich aromatics,Chemical Science

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Metal-free introduction of primary sulfonamide into electron-rich aromatics
Chemical Science ( IF 7.6 ) Pub Date : 2024-07-05 , DOI: 10.1039/d4sc03075c
Ming-Ming Wang ₁ , Kai Johnsson _{1,

2}

Affiliation

We report herein a direct and practical synthesis of arylsulfonamides from electron-rich aromatic compounds by using in situ generated N-sulfonylamine as the active electrophile. Substrates include derivatives of aniline, indole, pyrrole, furan, styrene and so on. The reaction proceeds under mild conditions and tolerates many sensitive functional groups such as alkyne, acetate, the trifluoromethoxy group or acetoxymethyl ester. Applications of this method for the construction of metal ion sensors and fluorogenic dye have been demonstrated, thus highlighting the potential of this method for probe development.

中文翻译：

无金属地将伯磺酰胺引入富电子芳烃中

我们在此报道了通过使用原位生成的N-磺酰胺作为活性亲电子试剂，从富电子芳香族化合物直接且实用地合成芳基磺酰胺。底物包括苯胺、吲哚、吡咯、呋喃、苯乙烯等衍生物。该反应在温和的条件下进行，并能耐受许多敏感的官能团，如炔烃、乙酸酯、三氟甲氧基或乙酰氧基甲酯。该方法在构建金属离子传感器和荧光染料方面的应用已得到证实，从而凸显了该方法在探针开发方面的潜力。

更新日期：2024-07-05

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