Palladium-Catalyzed Direct Arylation of Thiophenes Bearing SO2R Substituents

The palladium-catalyzed direct arylation of SO2R-substituted thiophene derivatives was found to proceed regioselectively at C5 and in high yields using a variety of aryl bromides and as low as 0.5–0.1 mol % of phosphine-free Pd(OAc)2 as the catalyst. For these reactions, sulfonyls, sulfonamides, or...

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Bibliographic Details
Published in:Journal of organic chemistry 2011-08, Vol.76 (15), p.6407-6413
Main Authors: Bheeter, Charles Beromeo, Bera, Jitendra K, Doucet, Henri
Format: Article
Language:English
Subjects:
Catalysis
Catalysts: preparations and properties
Chemical Sciences
Chemistry
Exact sciences and technology
General and physical chemistry
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:The palladium-catalyzed direct arylation of SO2R-substituted thiophene derivatives was found to proceed regioselectively at C5 and in high yields using a variety of aryl bromides and as low as 0.5–0.1 mol % of phosphine-free Pd(OAc)2 as the catalyst. For these reactions, sulfonyls, sulfonamides, or even a sulfonic ester as the thiophene substituents were successfully employed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo200918n