4.7 Article

Amide Iridium Complexes As Catalysts for Transfer Hydrogenation Reduction of N-sulfonylimine

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 5, 页码 3850-3859

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02680

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资金

  1. National Natural Science Foundation of China [21962004, 21562004]
  2. Jiangxi provincial department of science and technology [20192BAB203004]
  3. Gannan Medical University [QD201832, QD201816, YJ202027]
  4. Jiangxi Education Hall Science and Technology Foundation [GJJ190829]

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The study introduces a new method for the environmentally friendly synthesis of sulfonamide compounds, with yields up to 96-98%. Water is crucial for the high catalytic transfer hydrogenation reduction, and the method is simple and practical.
Sulfonamide moieties widely exist in natural products, biologically active substance, and pharmaceuticals. Here, an efficient water-soluble amide iridium complexes-catalyzed transfer hydrogenation reduction of N-sulfonylimine is developed, which can be carried out under environmentally friendly conditions, affording a series of sulfonamide compounds in excellent yields (96-98%). In comparison with organic solvents, water is shown to be critical for a high catalytic transfer hydrogenation reduction in which the catalyst loading can be as low as 0.001 mol %. These amide iridium complexes are easy to synthesize, one structure of which was determined by single-crystal X-ray diffraction. This protocol gives an operationally simple, practical, and environmentally friendly strategy for synthesis of sulfonamide compounds.

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