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A New Synthesis for Imidazolo‐ and Pyrrolophanes by [3+2]Cycloaddition with Azaallenyl Radical Cations
Author(s) -
Müller Felix,
Mattay Jochen
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199202091
Subject(s) - cycloaddition , bicyclic molecule , naphthalene , chemistry , electron transfer , medicinal chemistry , photochemistry , stereochemistry , organic chemistry , catalysis
Imidazolophanes 3 bridged by short chains ( n 5, 6) are readily accessible by [3 + 2] cycloadditions of imines with 2 , formed from the bicyclic azirines 1 under electron‐transfer conditions. Other heterocyclophanes can also be prepared by this method. DCN naphthalene dicarbonitrile.