A general and green procedure for the synthesis of organochalcogenides by CuFe<sub>2</sub>O<sub>4</sub>nanoparticle catalysed coupling of organoboronic acids and dichalcogenides in PEG-400
作者:Debasish Kundu、Nirmalya Mukherjee、Brindaban C. Ranu
DOI:10.1039/c2ra22415a
日期:——
A general and efficient procedure has been developed for the synthesis of organochalcogenides (selenides and tellurides) by a simple reaction of organoboronic acids and dichalcogenides catalysed by CuFe2O4 nanoparticles in PEG-400 without any ligand. This protocol offers the scope for access to a wide spectrum of chalcogenides including diaryl, aryl–heteroaryl, aryl–styrenyl, aryl–alkenyl, aryl–allyl, aryl–alkyl and aryl–alkynyl versions. The catalyst is magnetically separable and recyclable eight times without any loss of appreciable catalytic activity. The products are obtained in high purities after evaporation of solvent followed by filtration column chromatography.
Microwave-assisted reaction of aryl diazonium fluoroborate and diaryl dichalcogenides in dimethyl carbonate: a general procedure for the synthesis of unsymmetrical diaryl chalcogenides
作者:Debasish Kundu、Sabir Ahammed、Brindaban C. Ranu
DOI:10.1039/c2gc35328h
日期:——
A convenient, general and efficient procedure for the synthesis of unsymmetrical diaryl chalcogenides has been developed by the reaction of aryl diazonium fluoroborates and diaryl dichalcogenides in the presence of zinc dust in dimethyl carbonate under microwave irradiation. The reactions of a wide range of substituted aryl diazonium fluoroborates and diaryl dichalcogenides have been addressed. The
substitution (SH2) reaction between the aryl radical and diaryl ditelluride. Aryl radicals are generated from arylhydrazines in air and captured by diaryl ditellurides, resulting in a selective formation of unsymmetrical diaryl tellurides with high yields. The electronic effects of the substituents on both arylhydrazines and diaryl ditellurides on the SH2 reaction of tellurium are also discussed in detail.
When heated in hexamethylphosphoric triamide at 80–90°C, preferably in the presence of copper(I) iodide, moderately activated iodoarenes undergo nucleophilic attack by benzenetellurolate ion, giving the corresponding unsymmetrical diaryl tellurides in fair to good yields.