Synthesis of Rare 1,2,3-Triazolium-5-olates by Electrooxidative Cyclization of α-Aminocarbonyl Hydrazones DOI

Kseniia Titenkova,

Egor A. Turpakov,

Daniil A. Chaplygin

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 22, 2025

A new method for the synthesis of rare mesoionic heterocycles, namely, 1,2,3-triazolium-5-olates, via electrochemically induced intramolecular N-N bond formation was realized. The process involves electrooxidative cyclization readily available α-aminocarbonyl hydrazones, occurs under mild conditions, and enables preparation a diverse series target mesoionics. Additionally, 1,2,3-triazolium-5-olates demonstrated high thermal stability (up to 275 °C) feature prominent Stokes shifts (7600-8050 cm-1), which their application potential analytical systems materials science.

Language: Английский

Synthesis of Rare 1,2,3-Triazolium-5-olates by Electrooxidative Cyclization of α-Aminocarbonyl Hydrazones DOI

Kseniia Titenkova,

Egor A. Turpakov,

Daniil A. Chaplygin

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 22, 2025

A new method for the synthesis of rare mesoionic heterocycles, namely, 1,2,3-triazolium-5-olates, via electrochemically induced intramolecular N-N bond formation was realized. The process involves electrooxidative cyclization readily available α-aminocarbonyl hydrazones, occurs under mild conditions, and enables preparation a diverse series target mesoionics. Additionally, 1,2,3-triazolium-5-olates demonstrated high thermal stability (up to 275 °C) feature prominent Stokes shifts (7600-8050 cm-1), which their application potential analytical systems materials science.

Language: Английский

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