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Facile Method for the Synthesis of Vicinal Azidoiodides by the Reaction of the NaN3-I2 System with Unsaturated Compounds

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Abstract:

A facile and efficient method was developed for the synthesis of vicinal azidoiodides in 62-77% yields by the reaction of sodium azide and iodine with unsaturated compounds in methanol, aqueous methanol, or the water-methanol-tetrahydrofuran solvent system. The reaction in Et2O or CHCl3 produced only vicinal diiodides.

Keywords: Alkenes; azides; azidoiodination; iodine; sodium azide

Document Type: Research Article

DOI: http://dx.doi.org/10.1080/00397910802226572

Affiliations: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Publication date: January 1, 2008

tandf/lsyc/2008/00000038/00000021/art00021
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