Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)‑Diones

Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)‑Diones

Oxidative radical addition/cyclization cascade of o-cyanoarylacrylamides with α-keto acids as well as aldehydes is reported. This transformation exhibits a wide substrate scope and significant functional group tolerance and provides a convenient and highly efficient access to carbonyl-containing qui...

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Veröffentlicht in:Journal of organic chemistry 2016-04, Vol.81 (7), p.2920-2929
Hauptverfasser: Wang, Shi-Sheng, Fu, Hong, Shen, Yuehai, Sun, Meng, Li, Ya-Min
Format: Artikel
Sprache:eng
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Zusammenfassung:Oxidative radical addition/cyclization cascade of o-cyanoarylacrylamides with α-keto acids as well as aldehydes is reported. This transformation exhibits a wide substrate scope and significant functional group tolerance and provides a convenient and highly efficient access to carbonyl-containing quinoline-2,4­(1H,3H)-diones. A possible mechanism for the transformation is proposed.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00210