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

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 cond...

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Veröffentlicht in:Journal of organic chemistry 2021-03, Vol.86 (5), p.3850-3859
Hauptverfasser: Wen, Huiling, Luo, Nianhua, Zhu, Qianheng, Luo, Renshi
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c02680