An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes |
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Authors: | Jérémie Fournier Dit Chabert |
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Institution: | Laboratoire de Catalyse et Synthèse Organique, Université Claude Bernard Lyon 1, UMR 5181, Bât 308 CPE, 43 Bd. Du 11 Novembre 1918, 69616 Villeurbanne Cedex, France |
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Abstract: | Straightforward and rapid access to 2-arylbenzob]thiophenes has been developed. It involved a catalytic coupling of 3-activated benzob]thiophenes with several aryl halides in the presence of a phosphine-free palladium system. In case of fragile functional groups such as aldehydes, a quaternary ammonium was used as an additive as with the other substrates, the coupling performed better and faster in the presence of a crown ether, the best one being DCH-18-C-6, with good yields and low reaction times. This method would provide a direct access to novel structures of biological interest. |
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Keywords: | Benzo[b]thiophene Heck-type aryl coupling Palladium catalysis |
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