An efficient direct electrolysis method for the synthesis of 1,1,1,3,3,3-hexafluoroisopropyxy substituted imidazo[1,2-a]pyridines

Abstract

Electrochemical oxidative cross-dehydrogenative-coupling (CDC) is an ideal strategy to conduct the C3-alkoxylation of imidazo[1,2-a]pyridine, but it remains a challenge owing to limitation imposed by the use of alkyl alcohols and carboxylic acids. Herein, we report a mild and efficient 2-electrode constant-potential electrolysis of imidazo[1,2-a]pyridine with hexafluoroisopropanol (HFIP) to produce various imidazo[1,2-a]pyridine HFIP ethers. Mechanistic studies indicated that the electrooxidation reaction might involve radical coupling and ionic reaction.

Graphical abstract: An efficient direct electrolysis method for the synthesis of 1,1,1,3,3,3-hexafluoroisopropyxy substituted imidazo[1,2-a]pyridines

Supplementary files

Article information

Article type
Paper
Submitted
23 Dec 2024
Accepted
20 Jan 2025
First published
21 Jan 2025

Org. Biomol. Chem., 2025, Advance Article

An efficient direct electrolysis method for the synthesis of 1,1,1,3,3,3-hexafluoroisopropyxy substituted imidazo[1,2-a]pyridines

Y. Kong, M. Gong, X. Xu, Y. Wu and X. Jiang, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D4OB02073A

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