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Synthesis 2019; 51(19): 3588-3599
DOI: 10.1055/s-0037-1611892
DOI: 10.1055/s-0037-1611892
short review
O-Annulation Leading to Five-, Six-, and Seven-Membered Cyclic Diaryl Ethers Involving C–H Cleavage
D. B. thanks the EU through the MC-RISE scheme (INFUSION), and the School of Chemistry @Cardiff University for the financial support.Further Information
Publication History
Received: 21 April 2019
Accepted after revision: 26 June 2019
Publication Date:
31 July 2019 (online)
Abstract
Cyclic diaryl ethers are present in multiple natural compounds, organic pollutants as well as in π-conjugated organic molecular materials. This short review aims at overviewing the main synthetic advances in the O-annulation methods for preparing five-, six-, and seven-membered rings through C–H cleavage.
1 Introduction
2 Five-Membered Rings: The Dibenzofuran (DBF) Motif
2.1 Palladium-Catalysed C–H Activation
2.2 Copper-Catalysed C–H Activation
2.3 Non-CH Activation Oxidant-Mediated Cyclisation
2.4 Light-Mediated Cyclisation
2.5 Acid-catalysed C–O Cleavage/C–O Formation
3 Six-Membered Rings: DBX, PXX, Xanthone, and Their Derivatives
3.1 Dibenzoxanthene (DBX)
3.2 Peri-Xanthenoxanthene (PXX)
3.3 Xanthones
3.4 Miscellaneous
4 Seven-Membered Rings: Cularine
5 Conclusion
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