6974-95-4Relevant articles and documents
The activation of aminals and aminol ethers by sulfur dioxide and their reactions with electron rich aromatic compounds
Heaney, Harry,Papageorgiou, George,Wilkins, Robert F.
, p. 13361 - 13372 (2007/10/03)
Reactions of bis(dialkylamino)methanes and ethoxydialkylaminomethanes with nucleophilic aromatic heterocycles in the presence of sulfur dioxide result in the formation of the expected Mannich bases in good yields. Reactions of phenols are similarly activated by sulfur dioxide which lead to improved regioselectivity: in particular the reactions of 2,5-dimethylphenol result in the formation of 2-dialkylaminomethyl-3,6-dimethylphenol whereas reaction occurs at the I-position using the classical procedures.
MANNICH REACTIONS OF Π-EXCESSIVE HETEROCYLES USING BIS-(DIALKYLAMINO)METHANES AND ALKOXYDIALKYLAMINOMETHANES ACTIVATED WITH ACETYL CHLORIDE OR SULPHUR DIOXIDE
Eyley, Stephen C.,Heaney, Harry,Papageorgiou, George,Wilkins, Robert F.
, p. 2997 - 3000 (2007/10/02)
Π-Excessive heterocyles react rapidly with bis(dialkylamino)methanes (aminals) and alkoxydialkylaminomethanes (aminol ethers) in acetonitrile to afford Mannnich bases in good yields when ativated by means of an acidi reagent suh as acetyl chloride or sulphur dioxide: the principal ompound studied was N-methylpyrrole.