Copper-catalyzed Persulfate Oxidation of δ-Lactones to Tetrahydrofurans with One-carbon Deletion

22 October 2025, Version 1
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.

Abstract

Synthesis of 2-aryl tetrahydrofurans from 2-aryl-δ-lactones with one-carbon deletion was established by using a catalytic amount (10 mol%) of CuSO4 and two equivalents of sodium persulfate in 5% sulfuric acid. Copper(III) or sulfate radical anion worked as oxidant to generate carboxy radicals and α-aryl carbocations. The aryl group stabilized radicals formed by decarboxylation of the carboxy radicals.

Keywords

deletion
lactone
cyclic ether
persulfate

Supplementary materials

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Supporting Information
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Experimental methods and NMR data of compounds are included.
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