Iodomethylzinc iodide
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]
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
- 1 2 3 Smith, R. D.; Simmons, H. E. "Norcarane". Org. Synth.; Coll. Vol. 5, p. 855
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