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Sodium nitrite (NaNO2) catalysed iodo-cyclisation of alkenes and alkynes using molecular oxygen

Hongjun Liu, Yuanhang Pan and Choon-HongTan

Tet. Lett., 2008, 49, 4424–4426


Abstract: We have developed a convenient iodo-cyclisation reaction using NaNO2as catalyst and molecular oxygen as the terminal oxidant. The reactive species, acetyl hypoiodite (IOAc), was generated in situ from TBAI and AcOH. The iodo-cyclisation reaction with a range of alkenes and alkynes gave good to excellent yields. Iodo-amination products can also be obtained using carbamates prepared from commercially available allylic alcohols and alkynic alcohols.


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