54342-51-7Relevant academic research and scientific papers
1,3-Dipolar Character of Six-membered Aromatic Rings. Part 52. 2?+8? Cycloaddition Reactions of 1-Substituted 3-Oxidopyridinium Betaines
Katritzky, Alan R.,Cutler, Alan T.,Dennis, Nicolas,Sabongi, Gebran J.,Rahimi-Rastgoo, Soheila,et al.
, p. 1176 - 1184 (2007/10/02)
Dichloroketen and a series of aryl(bromo)ketens react with various 1-substituted 3-oxidopyridiniums to give novel bicyclic compounds by addition across the C(4)-O and the C(2)-O positions.Frontier-MO theory is used to rationalise the orientation of these cycloadditions.Acid-catalysed hydrolysis of the C(2)-O adducts (9) yielded 3-hydroxy-2-benzylpyridines.
