The preparation and rearrangement of bromo- and iodo-pyrrolo[1,2-a]-quinoxalines

Abstract

1-Bromopyrrolo[1,2-a]quinoxaline, on heating in aqueous acid, rearranges to the isomeric 3-bromo-compound. This rearrangement is probably electrophilic and intermolecular in character. Iodination of the parent base has been effected with bispyridine iodonium nitrate, which appears to be a novel and potentially useful iodinating reagent. The 1-iodo- and 3-iodo-compounds were converted into the parent base when heated in aqueous hydrobromic acid.