Iodomethylzinc iodide is the active reagent in the Simmons–Smith reaction.[1] For example, iodomethylzinc iodide, formed in situ from diiodomethane and a zinc-copper couple reacts with cyclohexene to give norcarane (bicyclo[4.1.0]heptane).[1]
An example of the Simmons-Smith reaction
Iodomethylzinc iodide may also be generated by the reaction of diazomethane with zinc iodide, or by the reaction of methylene iodide with diethylzinc.[1]
References
edit- ^ a b c Smith, R. D.; Simmons, H. E. "Norcarane". Organic Syntheses; Collected Volumes, vol. 5, p. 855.