K3PO4-promoted Cyclopropanation of Electron-deficient Alkenes with 2-Bromo-1,3-propanedione Compounds

doi:10.1007/S40242-019-9137-Y

Paper

K3PO4-promoted Cyclopropanation of Electron-deficient Alkenes with 2-Bromo-1,3-propanedione Compounds

Published Nov 29, 2019 · Chen Zhan-guo, Wen Ting, Hou Dan

Chemical Research in Chinese Universities

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Abstract

An easy and efficient method for the synthesis of multisubstituted cyclopropane derivatives from electron-deficicent alkenes with 2-bromo-1,3-propanedione compounds was described. For this method, ethyl α-cyanocinnamate derivatives 1 and β,β-dicyanostyrene derivatives 4 can all smoothly reacted with 2-bromo-1,3-propanedione compounds 2 to afford the corresponding multisubstituted cyclopropane derivatives 3 and 5 in good to excellent yields(up to 100%) promoted by anhydrous K3PO4 in DMF at room temperature, respectively. A possible mechanism of this reaction was proposed. Structures of all the products were confirmed by 1H NMR, 13C NMR and HRMS.

Study Snapshot

This method efficiently synthesizes multisubstituted cyclopropane derivatives from electron-deficient alkenes with 2-bromo-1,3-propanedione compounds in good to excellent yields, with a possible mechanism proposed.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

K3PO4-promoted Cyclopropanation of Electron-deficient Alkenes with 2-Bromo-1,3-propanedione Compounds

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References

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