2-AMINO-2-OXAZOLINES .2. REACTIVITY OF THE NITROGENS - CRYSTAL-STRUCTURES OF 2 ENDO EXO N-SUBSTITUTED COMPOUNDS

被引:13
作者
BOSC, JJ [1 ]
FORFAR, I [1 ]
JARRY, C [1 ]
OUHABI, J [1 ]
LEGER, JM [1 ]
CARPY, A [1 ]
机构
[1] UNIV BORDEAUX 2,FAC SCI PHARMACEUT,CNRS,URA 605,F-33076 BORDEAUX,FRANCE
关键词
D O I
10.1002/ardp.19903230902
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The amidine group of the five‐membered heterocycle induces a tautomeric amino/imino equilibrium. In the 2‐amino‐2‐oxazoline form the endo nitrogen is more reactive than the exo one. In the imino‐2‐oxazolidine form, the contrary occurs. Depending on the experimental conditions, substitutive reactions take place either on the endo or on the exo nitrogen. The crystal structures of two endo/exo N‐substituted compounds were determined by X‐ray crystallography. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:561 / 566
页数:6
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