Zinc-copper Couple - Application

Application

Zinc-copper couple has found widespread use in organic synthesis, especially in the Simmons–Smith cyclopropanation of alkenes. In this application, the couple (typically a slurry in an ethereal solvent) reacts with methylene iodide to generate iodomethylzinc iodide, which is the intermediate responsible for cyclopropanation.

The couple has also been employed to generate alkyl zinc reagents for conjugate addition, as a dehalogenating reagent, as a promoter of reductive coupling of carbonyl compounds, and to reduce electron-deficient alkenes and alkynes. Sonication has been employed to enhance the rate of the zinc-copper couple-mediated cycloaddition of α,α’-dibromo ketones to 1,3-dienes.

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