Synthesis and spin trapping properties of 1,1-dimethyl-3-(trifluoromethyl)-1H-isoindole N-oxide

Synthesis and spin trapping properties of 1,1-dimethyl-3-(trifluoromethyl)-1H-isoindole N-oxide

We have achieved an efficient synthesis of 1,1-dimethyl-3-(trifluoromethyl)-1H-isoindole N-oxide ( 2) in 39% yield by seven steps from 2-bromobenzoic acid ( 3). This compound serves as a spin trap reagent, giving a strong and stable ESR signal of the radical adduct of 2 in the presence of i-amyloxy...

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Veröffentlicht in:Tetrahedron letters 2010-10, Vol.51 (41), p.5399-5401
Hauptverfasser: Hatano, Bunpei, Miyoshi, Katsunori, Sato, Haruna, Ito, Tomohiro, Ogata, Tateaki, Kijima, Tatsuro
Format: Artikel
Sprache:eng
Schlagworte:
Adducts
Nitrites
Photolysis
Radicals
Synthesis (chemistry)
Tetrahedrons
Trapping
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Zusammenfassung:We have achieved an efficient synthesis of 1,1-dimethyl-3-(trifluoromethyl)-1H-isoindole N-oxide ( 2) in 39% yield by seven steps from 2-bromobenzoic acid ( 3). This compound serves as a spin trap reagent, giving a strong and stable ESR signal of the radical adduct of 2 in the presence of i-amyloxy radical generated by UV photolysis of i-amyl nitrite.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2010.07.161