Photoredox asymmetric catalytic enantioconvergent substitution of 3-chlorooxindoles
An enantioconvergent substitution of 3-substituted 3-chlorooxindoles with N -aryl glycines under visible light irradiation is reported. A transition-metal-free cooperative catalysis platform with a dicyanopyrazine-derived chromophore (DPZ) as a photoredox catalyst and a chiral Brønsted acid catalyst...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2019, Vol.55 (76), p.11362-11365 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | An enantioconvergent substitution of 3-substituted 3-chlorooxindoles with
N
-aryl glycines under visible light irradiation is reported. A transition-metal-free cooperative catalysis platform with a dicyanopyrazine-derived chromophore (DPZ) as a photoredox catalyst and a chiral Brønsted acid catalyst is effective for these transformations, which involve a single-electron transfer redox step and an enantioselective radical coupling. A variety of valuable chiral 3-aminomethylene-3-substituted oxindoles can be directly synthesized with high yields and enantioselectivities.
An enantioconvergent substitution of 3-substituted 3-chlorooxindoles with
N
-aryl glycines under visible light irradiation is reported. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/c9cc05304b |