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Synthesis of heterocyclic propellanes via 1,3‐dipolar cycloaddition reactions to bicyclo[5.3.0]dec‐1(7)‐en‐2‐onea
Author(s) -
CoutouliArgyropoulou E.,
MalamidouXenikaki E.
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230615
Subject(s) - chemistry , bicyclic molecule , cycloaddition , 1,3 dipolar cycloaddition , propellane , computational chemistry , dipole , molecular orbital , stereochemistry , molecule , organic chemistry , catalysis
The synthesis of several heterocyclic propellanes via 1,3‐dipolar cycloaddition reactions of arylnitrile oxides, diarylnitrilimines and arylazides with bicyclo[5.3.0]dec‐1(7)‐en‐2‐one is described and the spectral properties of the obtained propellanes are discussed. The cycloadditions are also examined on the basis of frontier molecular orbitals (FMO) of the reacting species.