Aminoxyl-mediated Electrocatalytic C–N Coupling of Azoles with Cycloheptatriene

Dedication

The University of Connecticut Holster Scholars Program and Honors Program are thanked for funding.

Abstract

A methodology is reported for the synthesis of substituted 1,3,5-cycloheptatrienes by means of an electrocatalytic, aminoxyl-mediated C–N coupling. The reaction employs commercially available electrodes and standard electrochemical equipment, proceeding under mild conditions without the need for excess cycloheptatriene, prefunctionalized starting materials, or added bases. The method is effective across a broad range of azole substrates, delivering good to excellent product yields. Selectivity is high and both dimer and by-product formation are effectively suppressed. Operational simplicity, short reaction times, and scalability make this strategy a practical and versatile tool for accessing cycloheptatriene derivatives and expanding the scope of electrocatalytic C–H functionalization reactions.

Keywords

Electrochemistry - C–H functionalization - Azoles - Cycloheptatriene - Nitroxide - Electrocatalytic

Publikationsverlauf

Eingereicht: 16. September 2025

Angenommen nach Revision: 21. November 2025

Artikel online veröffentlicht:
09. Dezember 2025

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