Abstract
Many 1,3-azoles and thiophenes are directly cyclopropylated in the presence of a simple palladium catalyst. The relative configuration on the three-membered rings is retained in the products. Thus, the cyclopropyl-halide bond undergoes concerted oxidative addition to palladium(0) and cyclopropyl radicals are not involved in the productive pathway.
Keywords:
alkyl halides; cyclopropane; heterocycles; palladium; synthetic methods.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Azoles / chemical synthesis
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Azoles / chemistry
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Benzoxazoles / chemical synthesis
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Benzoxazoles / chemistry
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Catalysis
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Cyclopropanes / chemical synthesis
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Cyclopropanes / chemistry*
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Heterocyclic Compounds / chemical synthesis
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Heterocyclic Compounds / chemistry*
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Iodides / chemical synthesis
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Iodides / chemistry
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Palladium / chemistry*
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Thiophenes / chemical synthesis
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Thiophenes / chemistry
Substances
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Azoles
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Benzoxazoles
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Cyclopropanes
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Heterocyclic Compounds
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Iodides
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Thiophenes
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Palladium
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cyclopropane