Microwave-assisted reaction of aryl diazonium fluoroborate and diaryl dichalcogenides in dimethyl carbonate: a general procedure for the synthesis of unsymmetrical diaryl chalcogenides

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 14; no. 7; pp. 2024 - 2030
• Main Authors: Kundu, Debasish, Ahammed, Sabir, Ranu, Brindaban C.
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.01.2012; Royal Society of Chemistry
• Subjects: Analytical chemistry; Chemistry; Chemistry, Multidisciplinary; Chromatographic methods and physical methods associated with chromatography; Exact sciences and technology; Green & Sustainable Science & Technology; Kinetics and mechanisms; Organic chemistry; Other chromatographic methods; Physical Sciences; Reactivity and mechanisms; Science & Technology; Science & Technology - Other Topics; HALIDES; DISELENIDES; IODIDES; SUBSTITUTION; SULFIDES; TRANSITION-METAL; S-S; TELLURIDES; SELENIDES; CATALYST SYSTEM; Organic carbonate; Organic chalcogenide; Asymmetric molecule; Microwave; Transition metal; Evaporation; Zinc; Dust; Residue; Preparation; Microwave irradiation; Cleavage; Aromatic compound; Aryl; Diazonium compounds; Chemical synthesis; Column chromatography; High purity
• ISSN: 1463-9262; 1463-9270
• DOI: 10.1039/c2gc35328h

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 zinc dust is required for the cleavage of diaryl dichalcogenides. The products are obtained in high purity after fast column chromatography of the crude residue after evaporation of dimethyl carbonate.