Pd/C as a Catalyst for Completely Regioselective CH Functionalization of Thiophenes under Mild Conditions |
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Authors: | Dan‐Tam D Tang Dr Karl D Collins Johannes B Ernst Prof?Dr Frank Glorius |
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Institution: | Westf?lische Wilhelms‐Universit?t Münster, Organisch‐Chemisches Institut, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni‐muenster.de/Chemie.oc/glorius/index.html |
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Abstract: | The completely C3‐selective arylation of thiophenes and benzob]thiophenes was achieved by using Pd/C as a heterogeneous catalyst without ligands or additives under mild reaction conditions. The practicability of this transformation is demonstrated by notable functional group tolerance and the insensitivity of the reaction to H2O and air. This method is also applicable to nitrogen‐ and oxygen‐containing heterocycles, yielding the corresponding C2‐arylated products. Three‐phase tests along with Hg‐poisoning and hot‐filtration tests suggest that the catalytically active species is heterogeneous in nature. |
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Keywords: | C– H functionalization heterogeneous catalysis hypervalent iodine compounds Pd/C thiophenes |
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