Tetrahedron p. 1239 - 1246 (1983)
Update date:2022-08-03
Topics:
Clerici, Angelo
Porta, Ombretta
2- and 4-Acetylpyridines, and 2- and 4-pyridinealdehydes when allowed to react with two-equiv. of aqueous titanium trichloride add to the carbonyl carbon atom of simple ketones (acetone, cyclopentanone, cyclohexanone) and aldehydes (acetaldehyde, propionaldehyde, benzaldehyde) affording substituted pyridylglycols in very good yields.The present one-pot method has considerable advantage over the existing procedure.The reaction is discussed in terms of a radical mechanism in which the Ti(III) species plays the fundamental role.
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(1961)
