Visible-light-induced C(sp3)–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions |
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| Authors: | Pavan Sudheer Akula Bor-Cherng Hong Gene-Hsiang Lee |
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| Institution: | Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 621 Taiwan Republic of China, Fax: +886 5 2721040, +886 5 2729174 ; Instrumentation Center, National Taiwan University, Taipei 106 Taiwan |
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| Abstract: | A convenient photocatalyzed oxidative coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one and its derivatives with a variety of nucleophiles was developed with a ruthenium photoredox catalyst and oxygen under a household compact fluorescent light. With a slower reaction rate, the cross coupling transformation can be achieved in the absence of an external photocatalyst with a similar isolated yield. An application to the synthesis of natural product cephalandole A was also demonstrated.A convenient photocatalyzed coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one with a variety of nucleophiles was developed with a household compact fluorescent light. The synthesis of natural product cephalandole A was also demonstrated. |
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