4.7 Article

Three-component reaction of gem-difluorinated cyclopropanes with alkenes and B2pin2 for the synthesis of monofluoroalkenes

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 52, Pages 6400-6403

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc01620b

Keywords

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Funding

  1. National Natural Science Foundation of China [21732006, 51821006, 51961135104, 22071228]
  2. Fundamental Research Funds for the Central Universities [WK3530000007]
  3. Anhui Provincial Natural Science Foundation [BJ2060190102]

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The dual Cu/Pd catalyzed borylfluoroallylation of alkenes using gem-difluorinated cyclopropanes and B(2)pin(2) has been achieved with moderate to high yields and excellent stereoselectivity, providing monofluoroalkene scaffolds. A variety of synthetic building blocks can be obtained through downstream transformations.
Borylative difunctionalization of alkenes has emerged as a powerful approach for synthesizing highly functionalized molecules. Herein, dual Cu/Pd-catalysed borylfluoroallylation of alkenes was smoothly achieved by using gem-difluorinated cyclopropanes and B(2)pin(2), providing the corresponding monofluoroalkene scaffolds in moderate to high yields with excellent stereoselectivity. Moreover, an array of synthetic building blocks can be obtained by downstream transformations.

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