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2‐Amino‐2‐oxazolines, II: Reactivity of the Nitrogens. Crystal Structures of Two endo/exo N‐Substituted Compounds
Author(s) -
Bosc JeanJacques,
Forfar Isabelle,
Jarry Christian,
Ouhabi Jamal,
Leger JeanMichel,
Carpy Alain
Publication year - 1990
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19903230902
Subject(s) - amidine , chemistry , tautomer , oxazolidine , reactivity (psychology) , crystal structure , oxazoline , stereochemistry , crystallography , organic chemistry , catalysis , medicine , alternative medicine , pathology
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.