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Furan Synthesis via a Tandem 1,2-Acyloxy Migration/[3 + 2] Cycloaddition/Aromatization of Enol Ether-Tethered
Zhiqiang Zhang1,2, Luxin Chen1, Ying Wang2
1Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, College of Chemistry & Chemical Engineering, Shaoxing University, Shaoxing 312000, China.
Abstract:
An effective method for the synthesis of furans is developed via a tandem 1,2-acyloxy migration/intramolecular [3 + 2] cycloaddition/aromatization of enol ether-tethered propargylic esters. The reaction exhibits excellent functional group tolerance, broad substrate scope, and excellent chemoselectivity. The isolation of dihydrofuran intermediates in some cases gives more insight into the [3 + 2] cycloisomerization process.
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