23724-93-8Relevant articles and documents
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Albert,Phillips
, p. 1294,1399 (1956)
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Paquette et al.
, p. 3600 (1968)
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On the thermally induced rearrangement of 2-alkoxypyridines to N-alkylpyridones
Lister, Troy,Prager, Rolf H.,Tsaconas, Michael,Wilkinson, Kerry L.
, p. 913 - 916 (2007/10/03)
Analogues of 2-methoxypyridine undergo rearrangement to N-methylpyridones under flash vacuum pyrolysis (FVP) conditions. Ethoxy derivatives undergo competitive ethyl migration and elimination of ethylene. Analogues of 4-methoxypyridine do not undergo rearrangement under FVP conditions, but demethylation on silica may occur. The ease of rearrangement follows the basicity of the alkoxyhetarene to some extent. The vapour-phase rearrangements have been contrasted to condensed-phase pyrolyses. and a four-centre transition state for the former is supported by computation. The rearrangement allows structural assignment to the two products from the reaction of 2,4-dichloroquinoline with pyrrolidine.
Photochemistry of Methoxy-substituted Quinoline and Isoquinoline N-Oxides
Albini, Angelo,Fasani, Elisa,Dacrema, Lucia Maggi
, p. 2738 - 2742 (2007/10/02)
The photochemistry of quinoline 1-oxides and isoquinoline 2-oxides bearing a methoxy-group in the pyridine ring was investigated in protic and aprotic media.The formation of various photoisomers, viz. 3,1-benzoxazepines, 2(1H)-quinolones, N-(2-isocyanobenzyl)formamides, 4(1H)-quinolones, and 3-hydroxyquinolines from the different methoxyquinoline 1-oxides, and 1,3-benzoxazepines and 1(2H)-isoquinolones from the different methoxyisoquinoline 2-oxides, was observed along with deoxygenation and formation of products derived from hydration and decomposition of the primary products.The position of the methoxy-group has an important directing effect on the photoreactions.