Regiospecific Azidoiodination of Alkenes with Sodium Periodate, Potassium Iodide, and Sodium Azide: A High-Yield Synthesis of β-Iodoazides
Pandurang V. Chouthaiwale, Pratibha U. Karabal, Gurunath Suryavanshi, Arumugam Sudalai*
*Chemical Engineering and Process Development Division,
National Chemical Laboratory, Pashan Road, Pune 411 008, India,
Email: a.sudalaincl.res.in
P. V. Chouthaiwale, P. U. Karabal, G. Suryavanshi, A. Sudalai, Synthesis, 2010, 3879-3882.
DOI: 10.1055/s-0030-1258250
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Abstract
The combination of sodium periodate, potassium iodide, and sodium azide is an efficient, simple, and inexpensive reagent system for azidoiodination of alkenes. The regiospecific 1,2-azidoiodination proceeds in an anti-Markovnikov fashion to produce β-iodoazides in excellent yields.
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Key Words
azides, iodides, alkenes, azidoiodination, β-iodoazides, regiospecific, sodium periodate
ID: J66-Y2010-3290