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DOI: 10.1055/s-0037-1609482
Transition-Metal-Free С–С Coupling of 5,7-Dihydroxybenzopyrones with Quinoxalones and Pteridinones
This research was financially supported by the Ministry of Education of the Russian Federation (Project 4.6351.2017/8.9) and the Russian Science Foundation (Ref. # 14–13–01177).Publication History
Received: 28 February 2018
Accepted after revision: 16 March 2018
Publication Date:
24 April 2018 (online)
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Abstract
A new synthetic protocol for nucleophilic substitution of hydrogen in quinoxalones and pteridinones by the action of 5,7-dihydroxycoumarins and related m-dihydroxybenzene compounds has been developed. The C–C coupling reaction proved to proceed smoothly under rather mild conditions, thus giving the corresponding C–H functionalized products in good yields. The advantages of this environmentally benign protocol are high regio- and chemoselectivity, and an easy workup procedure. Direct incorporation of the coumarin moiety into the pyrazine ring in pteridines or quinoxalines provides a short pathway to pyrazine-coumarin hybrid compounds.
Key words
metal-free coupling - halogen-free coupling - pteridines - quinoxalines - C–H arylation - substitution of hydrogenSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609482.
- Supporting Information