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DOI: 10.1055/a-1659-8167
Epoxyanthracene Derivatives and Dicarbonylation on Benzene Ring via Hexadehydro-Diels–Alder (HDDA) Derived Benzynes with Oxazoles
The authors thank the National Natural Science Foundation of China (22071001, 21572002) and the Peak Subject of Anhui Province for financial support.
Abstract
A capture reaction of hexadehydro-Diels–Alder (HDDA) derived benzyne with various substituted oxazoles is reported. With methyl, hydrogen, or phenyl as the substituent at 2-position of oxazole, tetraynes afforded epoxyanthracene derivatives or underwent dicarbonylation on benzene ring. The reaction does not require any catalyst or additive. The mechanism behind the reaction was investigated. The obtained polycyclic product structure has potential application value in optoelectronic materials. The availability of dicarbonylated arene implies the uniqueness of HDDA benzyne reaction compared with traditional benzyne.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1659-8167.
- Supporting Information
Publication History
Received: 27 July 2021
Accepted after revision: 30 September 2021
Accepted Manuscript online:
01 October 2021
Article published online:
10 November 2021
© 2021. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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