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Iron-Catalyzed N-Arylsulfonamide Formation through Directly Using Nitroarenes as Nitrogen Sources

Weixi Zhang, Junyao Xie, Bin Rao and Meiming Luo*

*Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China, Email:

W. Zhang, J. Xie, B. Rao, M. Luo, J. Org. Chem., 2015, 80, 3504-3511.

DOI: 10.1021/acs.joc.5b00130

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A synthesis of N-arylsulfonamides from readily available nitroarenes and sodium arylsulfinates was realized in the presence of FeCl2 as catalyst and NaHSO3 as reductant under mild conditions. A broad range of functional groups were tolerated. Mechanistic studies indicated that the N-S bond might be generated through direct coupling of nitroarene with sodium arylsulfinate prior to the reduction.

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Key Words

reduction of nitro compounds, sulfonamides, sodium bisulfite

ID: J42-Y2015