Visible-light induced decarboxylative alkylation of quinoxalin-2(1)-ones at the C3-position

A simple and efficient method for the visible light induced direct carbon alkylation of quinoxalin-2(1 H )-ones at the C3 position is described. This protocol employs cheap and readily available phenyliodine( iii ) dicarboxylates as the alkylation reagents to conduct decarboxylative radical coupling...

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Veröffentlicht in:Organic & biomolecular chemistry 2019-07, Vol.17 (27), p.6654-6661
Hauptverfasser: Xue, Wenxuan, Su, Yingpeng, Wang, Ke-Hu, Zhang, Rong, Feng, Yawei, Cao, Lindan, Huang, Dangfeng, Hu, Yulai
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Sprache:eng
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Zusammenfassung:A simple and efficient method for the visible light induced direct carbon alkylation of quinoxalin-2(1 H )-ones at the C3 position is described. This protocol employs cheap and readily available phenyliodine( iii ) dicarboxylates as the alkylation reagents to conduct decarboxylative radical coupling reaction with quinoxalin-2(1 H )-ones. The process exhibits excellent compatibility to functional groups and provides a convenient and selective access to various 3-alkylquinoxalin-2(1 H )-ones in good yields. 3-Alkylquinoxalin-2(1 H )-ones are synthesized via direct alkylation of quinoxalin-2(1 H )-ones at the C3 position under visible light irradiation.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob01169b