Copper(I) selenophene-2-carboxylate (CuSC) promoted C-S cross-coupling reaction of thiols with aryl iodides

We reported the synthesis of copper (I)-selenophene-2-carboxylate (CuSC) and application as new catalyst in the cross-coupling reactions of thiols with aryl iodide to afford the corresponding unsymmetrical thioethers. The optimized reaction conditions were applied to thiols and aryl iodides having a...

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Bibliographic Details
Published in:Journal of sulfur chemistry 2019-01, Vol.40 (1), p.9-17
Main Authors: Barros, Olga Soares do Rêgo, Silva, Francielle Rodrigues, Nunes, Vanessa Loren
Format: Article
Language:English
Subjects:
Aromatic compounds
Bromine
Chemical reactions
Chemical synthesis
chemoselectivity
Copper
copper(I) carboxylate
Cross coupling
crosscoupling
Functional groups
Iodides
Iodine
regioselectivity
Substrates
Thiols
Unsymmetrical thioethers
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Summary:We reported the synthesis of copper (I)-selenophene-2-carboxylate (CuSC) and application as new catalyst in the cross-coupling reactions of thiols with aryl iodide to afford the corresponding unsymmetrical thioethers. The optimized reaction conditions were applied to thiols and aryl iodides having a wide range of functional groups, including electron rich and electron poor substrates. The chemoselectivity of the reaction with 4-iodobromobenzene and 2-aminothiophenol derivatives was briefly examined through the competitive iodine versus bromine and thiol versus nitrogen cross-coupling.
ISSN:1741-5993
1741-6000
DOI:10.1080/17415993.2018.1519566