Efficient and selective synthesis of alkoxy substituted di(pyridin-2-yl)amines and N-arylpyridin-2-ylamines

The formation of alkoxy substituted di(pyridin-2-yl)amines and N-arylpyridin-2-ylamines by nitro group reduction is described. Unexpected substitution of ortho with the amino at C-6 was observed during the reduction using SnCl2·2H2O in different alcohols. The influence of the nature of the atom at t...

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Bibliographic Details
Published in:Tetrahedron letters 2012-04, Vol.53 (15), p.1885-1888
Main Authors: Grig-Alexa, Irina-Claudia, Simionescu, Iuliana, Patriciu, Oana-Irina, Massip, Stéphane, Fînaru, Adriana-Luminita, Jarry, Christian, Léger, Jean-Michel, Guillaumet, Gérald
Format: Article
Language:English
Subjects:
Alcohols
Alkoxy substituted
Amines
Formations
Ortho position
Pyridines
Reduction
Stannous chloride dihydrate
Synthesis (chemistry)
Tetrahedrons
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Summary:The formation of alkoxy substituted di(pyridin-2-yl)amines and N-arylpyridin-2-ylamines by nitro group reduction is described. Unexpected substitution of ortho with the amino at C-6 was observed during the reduction using SnCl2·2H2O in different alcohols. The influence of the nature of the atom at the 3- and 5-positions of nitro-substituted di(pyridin-2-yl)amines and N-arylpyridin-2-ylamines was investigated.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.01.084