Sonogashira cross-coupling reactions with heteroaryl halides in the presence of a tetraphosphine-palladium catalyst |
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Authors: | Marie Feuerstein Maurice Santelli |
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Institution: | Laboratoire de Synthèse Organique, UMR 6180 CNRS and Université d’Aix-Marseille III: ‘Chirotechnologies: catalyse et biocatalyse’, Faculté des Sciences de Saint Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France |
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Abstract: | Heteroaryl halides undergoes cross-couplings with alkynes in good yields in the presence of PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as catalyst. A variety of heteroaryl halides such as pyridines, quinolines, a pyrimidine, an indole, a thiophene, or a thiazole have been used successfully. The reaction also tolerates several alkynes such as phenylacetylene and a range of alk-1-ynols. Furthermore, this catalyst can be used at low loading with some substrates. |
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Keywords: | Palladium Catalysis Heteroaryl halide Alkyne Sonogashira reaction Tetraphosphine |
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