Tetrahedron letters

The effect of sulphur dioxide on the mannich reactions of phenols

RA Fairhurst, H Heaney, G Papageorgiou, RF Wilkins

Index: Fairhurst, Robin A.; Heaney, Harry; Papageorgiou, George; Wilkins, Robert F. Tetrahedron Letters, 1988 ,  vol. 29,  # 45  p. 5801 - 5804

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Citation Number: 10

Abstract

Smmary: Regioselectivity in the ortho-dialkylaminomethylation of phenols is greatest, for example in reactions of 2, 5_dimethylphenol, when a mixture of the phenol and sulphur dioxide is allowed to stand for several hours before the addition of a bis-(dialkylamino) methane (aminal) or an alkoxydialkylaminomethane (amino1 ether).