Tetrahedron

The prototropic rearrangement of secondary propargylic amines

DA Ben-Efraim

文献索引：Ben-Efraim,D.A. Tetrahedron, 1973 , vol. 29, p. 4111 - 4125

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被引用次数: 23

摘要

Secondary and tertiary propargylic amines of types 3 and 4 were synthesized. On prototropic isomerization amines3a-f isomerized to α, β-unsaturated aldimines of type6 while3g and3h isomerized to conjugated aldimines18 and19 respectively. The diyne-diamine27 isomerized to a fully conjugated diene-diimine28. Amine3i on treatment with base yielded aniline. Alkyl- substituted dipropynylamines29b-d were prepared and on prototropic isomerization ...