Title of article :
Intramolecular Aromatic Substitutions of the Imidazol-5-yl Radical to form Tricyclic Imidazo[5,1-α] Heterocycles
Author/Authors :
Aldabbagh, Fawaz National University of Ireland - Department of Chemistry, Ireland , Clyne, Mairéad A. National University of Ireland - Department of Chemistry, Ireland
Abstract :
Five, six and seven-membered intramolecular aromatic substitutions of imidazol-5-yl radicals are reported using both metal hydride/AIBN and photochemical conditions to give imidazo[5,1-a]isoindole,imidazo[5,1-a]isoquinoline and imidazo[5,1-a]benzazepine. Procedures for the synthesis of 5-bromo-(N- -phenylalkyl)imidazole radical precursors using 1,3-dibromo-5,5-dimethylhydantoin (dibromantin) and Nbromosuccinimide(NBS) are given.
Keywords :
Brominations , imidazoles , photochemistry , radical cyclizations , tributyltin hydride
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
