Iodine-Catalyzed Oxidative Cross-Dehydrogenative Coupling of Quinoxalinones and Indoles: Synthesis of 3-(Indol-2-yl)quinoxalin-2-one under Mild and Ambient Conditions

Medena Noikham; Tanakorn Kittikool; Sirilata Yotphan

doi:10.1055/s-0037-1609445

Synthesis, Inhaltsverzeichnis

Synthesis 2018; 50(12): 2337-2346
DOI: 10.1055/s-0037-1609445

paper

Iodine-Catalyzed Oxidative Cross-Dehydrogenative Coupling of Quinoxalinones and Indoles: Synthesis of 3-(Indol-2-yl)quinoxalin-2-one under Mild and Ambient Conditions

Medena Noikham

Center of Excellence for Innovation in Chemistry (PERCH-CIC), Department of Chemistry, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand eMail: sirilata.yot@mahidol.ac.th

,

Tanakorn Kittikool

Center of Excellence for Innovation in Chemistry (PERCH-CIC), Department of Chemistry, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand eMail: sirilata.yot@mahidol.ac.th

,

Sirilata Yotphan *

Center of Excellence for Innovation in Chemistry (PERCH-CIC), Department of Chemistry, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand eMail: sirilata.yot@mahidol.ac.th

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Abstract

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Abstract

A highly efficient iodine-catalyzed oxidative cross-dehydrogenative coupling reaction of quinoxalinones and indoles has been developed. Without the requirement of peroxide and acid, this reaction utilizes a catalytic amount of molecular iodine to facilitate the C–C bond formation under ambient air. This simple and easy-to-handle protocol represents an interesting synthetic alternative with a good scope and functional group compatibility.

Key words

iodine - quinoxalinone - indole - oxidative coupling - metal-free

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Referenzen

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