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Molecules 2017, 22(8), 1367; doi:10.3390/molecules22081367

Copper-Catalyzed Synthesis of Unsymmetrical Diorganyl Chalcogenides (Te/Se/S) from Boronic Acids under Solvent-Free Conditions

1
Departamento de Química, Universidade Federal de Santa Catarina (UFSC), Florianopolis SC 88040-900, Brazil
2
Department of Chemistry, Shaheed Benazir Bhutto Women University, Peshawar 25000, Pakistan
3
Laboratório de Pesquisa Química, CECE, Universidade Estadual do Oeste do Paraná UNIOESTE, Toledo PR 85819-110, Brazil
4
Escola de Química e Alimentos, Campus Santo Antônio da Patrulha, Universidade Federal do Rio Grande, Santo Antônio da Patrulha RS 96201-900, Brazil
5
Campus Araranguá, Universidade Federal de Santa Catarina (UFSC), Araranguá SC 88905-120, Brazil
Dedication: A.L.B., S.S. and J.R. dedicate this paper with gratitude to Joao Valdir Comasseto for his notable contributions in organochalcogen chemistry over the past 40 years.
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 4 July 2017 / Revised: 16 August 2017 / Accepted: 16 August 2017 / Published: 18 August 2017
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Abstract

The efficient and mild copper-catalyzed synthesis of unsymmetrical diorganyl chalcogenides under ligand- and solvent-free conditions is described. The cross-coupling reaction was performed using aryl boric acids and 0.5 equiv. of diorganyl dichalcogenides (Te/Se/S) in the presence of 3 mol % of CuI and 3 equiv. of DMSO, under microwave irradiation. This new protocol allowed the preparation of several unsymmetrical diorganyl chalcogenides in good to excellent yields. View Full-Text
Keywords: selenide; telluride; boronic acid; solvent-free; cross-coupling; CuI; selenium; tellurium selenide; telluride; boronic acid; solvent-free; cross-coupling; CuI; selenium; tellurium
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MDPI and ACS Style

Saba, S.; Botteselle, G.V.; Godoi, M.; Frizon, T.E.A.; Galetto, F.Z.; Rafique, J.; Braga, A.L. Copper-Catalyzed Synthesis of Unsymmetrical Diorganyl Chalcogenides (Te/Se/S) from Boronic Acids under Solvent-Free Conditions. Molecules 2017, 22, 1367.

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