Nickel-CatalyzedReductive Arylation of <i>gem</i>-BromofluorocyclopropanesTo Construct Monofluorinated CyclopropaneDerivatives

A nickel-catalyzed reductive cross-coupling of <i>gem</i>-bromofluorocyclopropanes with aryl bromides for the synthesis of monofluorinated cyclopropane derivatives is reported. Different from the cleavage route of the cyclopropane ring reported by previous works, this catalytic system shows excellent regioselectivity control of cyclic selectivity, giving monofluorinated cyclopropane derivatives as the major product. This transformation demonstrates mild conditions, high efficiency, a broad substrate scope, and good functional group compatibility, providing a facile method for the synthesis of diversified monofluorinated cyclopropane-containing drugs and bioactive molecules.

Publication Details

Journal
Figshare
Published
2025-03-19
DOI
https://doi.org/10.1021/acs.orglett.5c00665.s001
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
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Nickel-CatalyzedReductive Arylation of gem-BromofluorocyclopropanesTo Construct Monofluorinated CyclopropaneDerivatives

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Cyclopropane Reaction Mechanisms
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Nickel-CatalyzedReductive Arylation of gem-BromofluorocyclopropanesTo Construct Monofluorinated CyclopropaneDerivatives

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Abstract

A nickel-catalyzed reductive cross-coupling of <i>gem</i>-bromofluorocyclopropanes with aryl bromides for the synthesis of monofluorinated cyclopropane derivatives is reported. Different from the cleavage route of the cyclopropane ring reported by previous works, this catalytic system shows excellent regioselectivity control of cyclic selectivity, giving monofluorinated cyclopropane derivatives as the major product. This transformation demonstrates mild conditions, high efficiency, a broad substrate scope, and good functional group compatibility, providing a facile method for the synthesis of diversified monofluorinated cyclopropane-containing drugs and bioactive molecules.

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Openalex Percentile: Top 63%
Cyclopropane Reaction Mechanisms
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Nickel-CatalyzedReductive Arylation of <i>gem</i>-BromofluorocyclopropanesTo Construct Monofluorinated CyclopropaneDerivatives · Figshare (2025) | TGRS Research Map | TGRS