Journal of the Chemical Society. Perkin transactions I p. 1176 - 1184 (1980)
Update date:2022-07-30
Topics:
Katritzky, Alan R.
Cutler, Alan T.
Dennis, Nicolas
Sabongi, Gebran J.
Rahimi-Rastgoo, Soheila
et al.
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.
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