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On the Reactivity of (7‐Oxabicyclo[2.2.1]hept‐5‐en‐2‐ylidene)amines. Different Reaction Paths Leading to the Same Final Products
Author(s) -
Arjona Odón,
Csákÿ Aurelio G.,
Murcia M. Carmen,
Plumet Joaquín
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20011219)84:12<3667::aid-hlca3667>3.0.co;2-z
Subject(s) - chemistry , furan , reactivity (psychology) , moiety , medicinal chemistry , reaction conditions , organic chemistry , stereochemistry , catalysis , medicine , alternative medicine , pathology
The reaction of amines, N ‐substituted by a 7‐oxabicyclo[2.2.1]hept‐5‐en‐2‐ylidene moiety, either with PhSCl or m CPBA ( meta ‐chloroperbenzoic acid) unexpectedly afforded the same type of furan derivatives by two different reaction paths. The results confirm the intervention of a homoconjugative, electron‐releasing effect of the oxabicycloalkenylideneamine moieties, as predicted theoretically.