CONJUGATED ADDITION OF PRIMARY AMINES TO ALPHA-(1-HYDROXYALKYL)ACRYLIC COMPOUNDS - NOVEL SYNTHESIS OF POLYFUNCTIONAL BETA-LACTAMS AND GAMMA-LACTAMS

被引:17
作者
BENAYED, T [1 ]
AMRI, H [1 ]
ELGAIED, MM [1 ]
VILLERAS, J [1 ]
机构
[1] FAC SCI & TECH NANTES,SYNTH ORGAN LAB,CNRS,URA 475,F-44072 NANTES,FRANCE
关键词
AMINES; ETHYL ALPHA-(1-HYDROXYALKYL)ACRYLALES; CONJUGATED ADDITION; ALPHA-(1-HYDROXYALKYL)AZETIDIN-2-ONES; ALPHA-ALKYLIDENEAZETIDIN-2-ONES; ALPHA; BETA-DIFUNCTIONALIZED GAMMA-BUTYROLACTAMES; PERHYDRO-1,2-PYRIDAZINONES;
D O I
10.1016/0040-4020(95)00538-J
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct condensation, in methanol, of primary amines on ethyl-alpha-(1-hydroxyalkyl)acrylates and 2-(1-carbethoxy-1-hydroxyethyl)acrylonitrile yielded respectively to alpha-(1-hydroxyalkyl)-beta-lactames and alpha,beta-difunctionalized gamma-lactames in good to fair yields. In the latter case, reaction with N,N-dialkylated hydrazines gave perhydro-1,2-pyridazinones.
引用
收藏
页码:9633 / 9642
页数:10
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