Synthesis, characterization and initial evaluation of 5-nitro-1-(trifluoromethyl)-3<i>H</i>-1λ<sup>3</sup>,2-benziodaoxol-3-one
書誌事項
- 公開日
- 2014-01-02
- 権利情報
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- http://creativecommons.org/licenses/by/2.0
- http://creativecommons.org/licenses/by/2.0
- http://creativecommons.org/licenses/by/2.0
- DOI
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- 10.3762/bjoc.10.1
- 公開者
- Beilstein Institut
説明
<jats:p>The synthesis of 5-nitro-1-(trifluoromethyl)-3<jats:italic>H</jats:italic>-1λ<jats:sup>3</jats:sup>,2-benziodaoxol-3-one (<jats:bold>3</jats:bold>), a hypervalent-iodine-based electrophilic trifluoromethylating reagent, is described. Whereas considerations based on cyclic voltammetry and X-ray structural properties would predict an inferior reactivity when compared to the non-nitrated derivative <jats:bold>2</jats:bold>, <jats:sup>19</jats:sup>F NMR kinetic studies showed that this new derivative is almost one order of magnitude more reactive. Furthermore, differential scanning calorimetry measurements indicated that, in addition, it is also safer to handle.</jats:p>
収録刊行物
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- Beilstein Journal of Organic Chemistry
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Beilstein Journal of Organic Chemistry 10 1-6, 2014-01-02
Beilstein Institut