[3 + 2] Cycloadditions of Tertiary Amine N -Oxides and Azoarenes as a Route to Substituted 1,2,4-Triazolidines
Year: 2025
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide We have developed a synthesis of 29 novel 1,2,4-triazolidines using tertiary amine N -oxides and a wide range of substituted azoarenes. Our method utilizes a base-mediated [3 + 2] cycloaddition, starting from either commercially available or easily accessible precursors to generate triazolidines in yields up to 99%. Density functional theory calculations were performed in parallel to the experimental work to provide insights into the reactivity patterns and the overall mechanism. Finally, preliminary biological data are included on the antibacterial properties of these compounds.
Source: ACS Organic & Inorganic Au
Authors: Nicholas A. Frankos, Malavika S. Nair, Aiden M. Lane, Megan M. Glista, Joshua K. Graber, Abbigail E. F. Black, Trista G. L. X. Newman, Elias R. Griffin, Kiera M. Luca, Eric J. Chartier, David B. Heisler, Thomas D. Montgomery
Institution: Duquesne University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $3,500
Awards: MRI: SusChEM: Acquisition of a hybrid distributed computer system to enhance integration of chemical theory, computation, and experimental research at Duquesne University, G1730239074, REU Site: Integration of Chemical Theory, Computation and Experiment at Duquesne University, Application of N-Oxides for the Synthesis of Nitrogen Heterocycles, G3939535749, G5017877240
OpenAlex ID: W4417030050