Microwave-Assisted Copper-Catalyzed Preparation of Diaryl Chalcogenides
作者:Sangit Kumar、Lars Engman
DOI:10.1021/jo060690a
日期:2006.7.1
Diaryl chalcogenide synthesis employing diaryl dichalcogenides and aryl halides as starting materials in the presence of excess magnesium and a catalytic amount of CuI/bipyridyl is significantly improved by microwave heating. Reaction times can be reduced from 2 to 3 days to 6−8 h. Both arylbromides and aryl chlorides can be used as substrates in the substitution reaction. The procedure is useful
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
A convenient and efficient copper-catalyzed synthesis of unsymmetrical and symmetrical diaryl chalcogenides from arylboronic acids in ethanol at room temperature
作者:Amit Kumar、Sangit Kumar
DOI:10.1016/j.tet.2014.01.030
日期:2014.3
A simple and convenient approach for the synthesis of unsymmetrical diaryl chalcogenides (Te, Se, and S) has been developed by copper-catalyzed cross-coupling reaction of organoboronic acid with diaryl dichalcogenide in ethanol using NaBH4 in air or oxygen. The present methodology is highly practical for the synthesis of unsymmetrical diaryl tellurides with various functionalities such as -NO2, -F, -Br, and -COOH that have been obtained in good to excellent yields. Methodology is also effective for the synthesis of unsymmetrical diaryl selenides and sulfides. Moreover, symmetrical diaryl selenides have also been obtained from arylboronic acids using elemental selenium powder under optimized reaction conditions. The use of NaBH4 is the key for the development of milder reaction conditions, which enable the construction of unsymmetrical diaryl chalcogenides from boronic acid substrates in ethanol at room temperature. (C) 2014 Elsevier Ltd. All rights reserved.
Photostimulated SRN1 reactions of phenyl selenide and phenyl telluride ions with halo- and dihaloarenes in liquid ammonia
作者:Adriana B. Pierini、Roberto A. Rossi
DOI:10.1021/jo00393a041
日期:1979.12
SRN1 reaction of haloarenes with benzenethiolate, benzeneselenolate, and benzenetellurolate ions promoted by SmI2