Article ID Journal Published Year Pages File Type
5220876 Tetrahedron 2012 6 Pages PDF
Abstract

In the course of the synthesis of original anti-infectious compounds we focused on the palladium-catalyzed Suzuki–Miyaura aryl–aryl coupling reaction between 2-(3-ethoxy-5-iodo-1H-pyrazol-1-yl)pyridine and phenylboronic acid. A study of the reaction products obtained under different conditions (various ligands and solvents), not only provided us with insights to optimize this reaction but also with few side compounds, resulting from CH activation, along with the unexpected bis(3-ethoxy-1-(pyridin-2-yl)-1H-pyrazol-5-yl)palladium. Stochiometric experiments with this remarkably stable biscyclopalladated reagent and phenylhalides pointed out the occurrence of aryl–aryl coupling, possibly via palladium IV intermediates.

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Physical Sciences and Engineering Chemistry Organic Chemistry