Metal-free one-pot synthesis of N-arylsulfonamides from nitroarenes and sodium sulfinates in an aqueous medium

被引:9
作者
Jiang, Xiaolan [1 ]
Zhang, Kaili [1 ]
Zhao, Rongrong [1 ]
Bai, Die [1 ]
Wang, Jinlong [1 ]
Li, Binbin [1 ]
Liu, Qixing [1 ]
Zhou, Haifeng [1 ]
机构
[1] China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Res Ctr Green Pharmaceut Technol & Proc, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China
关键词
Diboronic acid; Sulfonamide; Nitroarenes; Sodium sulfinate; SULFONAMIDES; ARYLATION; CHLORIDES; SULFONYL; WATER;
D O I
10.1016/j.tetlet.2020.152397
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free one-pot two-step synthesis of sulfonamides from readily available nitroarenes and sodium arylsulfinates in a mixture of methanol and water has been developed. In this procedure, the aryl amines were produced in situ by the reduction of nitroarenes mediated by diboronic acid, and then coupled with sodium arylsulfinates in the presence of iodine. A series of N-arylsulfonamides with various functional groups were obtained in moderate to good yields under the optimal reaction conditions. In addition, this one-pot process is applicable for gram-scale synthesis. (C) 2020 Elsevier Ltd. All rights reserved.
引用
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页数:4
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