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Troian-Gautier L, De Winter J, Gerbaux P, et al. A direct method for oxidizing quinoxaline, tetraazaphenanthrene, and hexaazatriphenylene moieties using hypervalent λ3-iodinane compounds. J Org Chem. 2013;78(21):11096-101doi: 10.1021/jo401872e.
Troian-Gautier, L., De Winter, J., Gerbaux, P., & Moucheron, C. (2013). A direct method for oxidizing quinoxaline, tetraazaphenanthrene, and hexaazatriphenylene moieties using hypervalent λ3-iodinane compounds. The Journal of organic chemistry, 78(21), 11096-101. https://doi.org/10.1021/jo401872e
Troian-Gautier, Ludovic, et al. "A direct method for oxidizing quinoxaline, tetraazaphenanthrene, and hexaazatriphenylene moieties using hypervalent λ3-iodinane compounds." The Journal of organic chemistry vol. 78,21 (2013): 11096-101. doi: https://doi.org/10.1021/jo401872e
Troian-Gautier L, De Winter J, Gerbaux P, Moucheron C. A direct method for oxidizing quinoxaline, tetraazaphenanthrene, and hexaazatriphenylene moieties using hypervalent λ3-iodinane compounds. J Org Chem. 2013 Nov 01;78(21):11096-101. doi: 10.1021/jo401872e. Epub 2013 Oct 10. PMID: 24069899.
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J Org Chem. 2013 Nov 01;78(21):11096-101. doi: 10.1021/jo401872e. Epub 2013 Oct 10.

A direct method for oxidizing quinoxaline, tetraazaphenanthrene, and hexaazatriphenylene moieties using hypervalent λ3-iodinane compounds.

The Journal of organic chemistry

Ludovic Troian-Gautier, Julien De Winter, Pascal Gerbaux, Cécile Moucheron

Affiliations

  1. Laboratoire de Chimie Organique et Photochimie, Université Libre de Bruxelles , 50 av. F. D. Roosevelt, CP160/08, B-1050 Bruxelles, Belgium.

PMID: 24069899 DOI: 10.1021/jo401872e

Abstract

An efficient oxidation reaction of various electron-poor quinoxaline-core-containing compounds, such as quinoxalines, 1,4,5,8-tetraazaphenanthrenes, and 1,4,5,8,9,12-hexaazatriphenylene, using [bis(trifluoroacetoxy)iodo]benzene is reported. These compounds are converted into the corresponding quinoxalinediones in good to high yields at room temperature using an acetonitrile/water solvent mixture. This unprecedented reaction should enable the synthesis of a wide variety of compounds useful in several fields of chemistry.

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