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Three-component reaction of <i>gem</i>-difluorinated cyclopropanes with alkenes and B<sub>2</sub>pin<sub>2</sub> for the synthesis of monofluoroalkenes

Ayman M. Y. Suliman, Ebrahim‐Alkhalil M. A. Ahmed, Tian‐Jun Gong, Yao Fu

2021Chemical Communications51 citationsDOI

Abstract

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 B2pin2, 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.

Topics & Concepts

Component (thermodynamics)ChemistryMedicinal chemistryCombinatorial chemistryPhysicsThermodynamicsFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods
Three-component reaction of <i>gem</i>-difluorinated cyclopropanes with alkenes and B<sub>2</sub>pin<sub>2</sub> for the synthesis of monofluoroalkenes | Litcius