Synthesis 2018; 50(12): 2337-2346
DOI: 10.1055/s-0037-1609445
paper
© Georg Thieme Verlag Stuttgart · New York

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
,
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
› Author Affiliations
We acknowledge financial support from Thailand Research Fund (RSA5980008 and DBG6080007), Center of Excellence for Innovation in Chemistry (PERCH-CIC), Office of the Higher Education Commission (OHEC), Ministry of Education and Faculty of Science, and Mahidol University.
Further Information

Publication History

Received: 25 January 2018

Accepted after revision: 09 March 2018

Publication Date:
04 April 2018 (online)


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.

Supporting Information