Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates

Synthesis of Isoquinolinediones via the Radical Addition/Cyclization of N‐Alkyl‐N‐methacryloylbenzamides with Monoalkyl Oxalates

A photocatalytic reaction of N‐alkyl‐N‐methacryloylbenzamides with monoalkyl oxalates is described. Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinol...

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Veröffentlicht in:Advanced synthesis & catalysis 2023-12, Vol.365 (24), p.4527-4532
Hauptverfasser: Xu, Jinli, Zhao, Chenyue, Cheng, Dongping, Xu, Xiaoliang
Format: Artikel
Sprache:eng
Schlagworte:
Alkoxycarbonyl radicals
Isoquinolinediones
Monoalkyl oxalates
Oxalates
Oxidation
Photocatalytic reaction
Substitutes
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Zusammenfassung:A photocatalytic reaction of N‐alkyl‐N‐methacryloylbenzamides with monoalkyl oxalates is described. Monoalkyl oxalates undergo single‐electron oxidation/CO2 extrusion to generate alkoxycarbonyl radicals, followed by the addition and subsequent cyclization to give alkoxycarbonyl substituted isoquinolinediones. A wide variety of monoalkyl oxalates were amenable in this protocol, affording various alkoxycarbonyl substituted isoquinolinediones.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202301223