Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5269174 | Tetrahedron Letters | 2015 | 5 Pages |
Abstract
The reaction of difluorohomoallyl alcohols with Me2AlCl in CH2Cl2 selectively gave (Z)-fluoroallyl chlorides via SN2â² type defluorinative chlorination. These chlorides were easily converted to the corresponding (Z)-fluoroallyl azides by the sequential nucleophilic azidation reaction using NaN3. Direct defluorinative azidation of the difluorohomoallyl alcohols was also achieved by treating with Me3SiN3 in the presence of Al(Oi-Pr)3. Fluoroallyl azides thus obtained successfully applied to the Huisgen 1,3-dipolar cycloaddition chemistry.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Azusa Sato, Hikaru Yanai, Daiki Suzuki, Midori Okada, Takeo Taguchi,