Issue 3, 2022

Electrochemically-mediated C–H functionalization of allenes and 1,3-dicarbonyl compounds to construct tetrasubstituted furans

Abstract

C–H functionalization of allenes is an available strategy to construct heterocyclic compounds. Herein we propose a sus-tainable electrocatalytic C–H activation for the synthesis of novel highly functionalized tetrasubstituted furans, which is accomplished by intermolecular cyclization of allenes and 1,3-dicarbonyl compounds. This electrochemical allene annulation avoids the requirement for stoichiometric oxidants and noble metal catalysts by using Cp2Fe as redox catalyst. The cytotoxicity of synthesized tetrasubstituted furans was investigated by MTT assay, and one of the compounds showed good antitumor activity in vitro.

Graphical abstract: Electrochemically-mediated C–H functionalization of allenes and 1,3-dicarbonyl compounds to construct tetrasubstituted furans

Associated articles

Supplementary files

Article information

Article type
Research Article
Submitted
29 Sep 2021
Accepted
17 Dec 2021
First published
20 Dec 2021

Org. Chem. Front., 2022,9, 781-787

Electrochemically-mediated C–H functionalization of allenes and 1,3-dicarbonyl compounds to construct tetrasubstituted furans

M. He, Y. Yao, C. Ai, Z. Mo, Y. Wu, Q. Zhou, Y. Pan and H. Tang, Org. Chem. Front., 2022, 9, 781 DOI: 10.1039/D1QO01458G

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