reaction of aromatic azides with strong acids: formation of fused nitrogen heterocycles and arylamines

Clicks: 222
ID: 214210
1999
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Abstract
We describe in this paper the action of trifluoroacetic acid, trifluoromethanesulfonic acid and aluminum chloride upon ortho-substituted aryl azides to form indoles, azepines and arylamines in good yields. The protonated azides lose nitrogen to form arylnitrenium ion intermediates which undergo intramolecular aromatic N-substitution. The acid decomposition of aryl azides is compared with reported thermolyses.
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Authors ;Carvalho Marcia de;Sorrilha Ana E.P.M.;Rodrigues J. Augusto R.
Journal british journal of dermatology
Year 1999
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