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Versatile Biaryls and Fused Aromatics through Oxidative Coupling of Hydroquinones with (Hetero)Arenes

31 October 2023, Version 1

Abstract

Hydroquinones bearing an electron-withdrawing group at the C2-position effectively underwent oxidative coupling with indoles or arenes in the presence of 2,3-dichloro-5,6-dicyano p-benzoquinone (DDQ) and FeCl3 to give the corresponding biaryls. Indole-based products were further converted into tetracyclic aromatics using DDQ and FeCl3. Thiophene derivatives were also applicable to give the tetracyclic aromatics, possessing luminescent properties.

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Version History

Oct 31, 2023 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-7pf7h
D O I: 10.26434/chemrxiv-2023-7pf7h [opens in a new tab]

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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