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Synthesis of di/trifluoromethyl cyclopropane-dicarbonitriles via [2+1] annulation of fluoro-based diazoethanes with (alkylidene)malononitriles

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CHEMICAL COMMUNICATIONS
卷 59, 期 78, 页码 11664-11667

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d3cc03897a

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Here, we describe a [2+1] annulation reaction between di/trifluorodiazoethane and (alkylidene)malononitriles. This reaction offers an efficient synthesis of stereospecific and densely functionalized difluoromethyl and trifluoromethyl cyclopropane-1,1-dicarbonitriles. Further reactions allow for the conversion to structurally distinct cyclopropyl compounds.
Herein, we describe a [2+1] annulation reaction of di/trifluorodiazoethane with (alkylidene)malononitriles. This protocol offers a streamlined synthesis of a wide range of stereospecific and densely functionalized difluoromethyl and trifluoromethyl cyclopropane-1,1-dicarbonitriles. Further functional group interconversions or skeletal elaborations afford structurally distinct cyclopropyl variants.

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