Two methods for the one-pot synthesis of 2,5-diarylimidazoles by palladium-catalyzed direct C-H arylation of 1-substituted imidazoles with aryl bromides have been devised. The first method, promoted by copper(I) iodide, is best suited for electron-poor aryl bromides, and also allows the 2,5-diarylation of thiazole and oxazole. The use of xylene instead of DMA is the key for the efficiency of the second method, which gives the best results with electron-rich aryl bromides.

Improved Synthesis of Symmetrical 2,5-Diarylimidazoles by One-Pot Palladium-Catalyzed Direct Arylation Tailored on the Electronic Features of the Aryl Halide

LESSI, MARCO;MARIANETTI, GIULIA;BELLINA, FABIO
2017-01-01

Abstract

Two methods for the one-pot synthesis of 2,5-diarylimidazoles by palladium-catalyzed direct C-H arylation of 1-substituted imidazoles with aryl bromides have been devised. The first method, promoted by copper(I) iodide, is best suited for electron-poor aryl bromides, and also allows the 2,5-diarylation of thiazole and oxazole. The use of xylene instead of DMA is the key for the efficiency of the second method, which gives the best results with electron-rich aryl bromides.
2017
Lessi, Marco; Panzetta, Gianmarco; Marianetti, Giulia; Bellina, Fabio
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/876718
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