Abstract
A new methodology of copper-catalyzed coupling reaction has been developed, involving imidazoles react with aryl halides using CuCl2 · H2O as catalyst and 1-(4-hydroxy-3-me thoxybenzylidene)thiosemicarbazide (L1) as ligand. It is the first time that the complex of new ligand L1 and copper(II) presents better catalytic effects than with copper(I). Because of the stability and economy of copper(II), this methodology will be a promising approach in preparing N-arylimidazoles.
GRAPHICAL ABSTRACT
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Notes
a Unless otherwise indicated, the reaction conditions were as follows: 3-iodo-1-nitrobenzen (2.4 mmol), imidazole (2 mmol), copper salt (0.2 mmol), ligand (0.4 mol), base (4 mmol), DMF (3 mL), 110 °C, 24 h. CuI and CuBr were proceeded under N2 protection.
b Isolated yield based on imidazole.
a Isolated yield based on imidazole or benzimidazole.