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A novel azulene synthesis from the Ramirez ylide involving two different modes of its reaction with activated alkynes
Authors:Higham Lee J  Kelly P Gabriel  Corr David M  Müller-Bunz Helge  Walker Brian J  Gilheany Declan G
Institution:Chemistry Department, The Centre for Synthesis and Chemical Biology, Conway Institute of Biomolecular and Biomedical Sciences, University College Dublin, Dublin 4, Ireland.
Abstract:The Ramirez ylide undergoes electrophilic substitution with acetylenedicarboxylates to form Z and E adducts. The latter can react by cycloaddition with another equivalent of the alkyne to provide a new route to novel tetra-substituted azulenes, which show interesting bond localisation and crystal packing effects.
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