Abdel-Hamid, Mohammed KBremner, John BCoates, JonathanKeller, PaulMilander, CeliaTorkamani, Yasmine SSkelton, BrianWhite, AllanWillis, Anthony2015-12-100040-4039http://hdl.handle.net/1885/55823The allylation of indigo results in the one-step synthesis of two unique complex heterocyclic systems: a spiroindoline-pyridoindolone arising from the addition of three allyl moieties and a fused pyridoindolo-azepinoindolone generated from the addition and subsequent cyclisation of two allyl moieties. The structures of these novel heterocycles are assigned unambiguously using extensive NMR experiments and by X-ray crystallographic analysis. The distribution of the products is influenced by the use of thermal versus microwave heating. CrownKeywords: dye; heterocyclic compound; indigo; indigo carmine; indole derivative; unclassified drug; allylation; article; chemical structure; microwave irradiation; nuclear magnetic resonance; one pot synthesis; thermal exposure; X ray crystallography Azepinoindolone; Domino reaction; Indigo; Pyridoindolone; Spiroindoline200910.1016/j.tetlet.2009.09.0982016-02-24