A novel azulene synthesis from the Ramirez ylide involving two different modes of its reaction with activated alkynes |
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Authors: | Higham Lee J Kelly P Gabriel Corr David M Müller-Bunz Helge Walker Brian J Gilheany Declan G |
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Institution: | Chemistry Department, The Centre for Synthesis and Chemical Biology, Conway Institute of Biomolecular and Biomedical Sciences, University College Dublin, Dublin 4, Ireland. |
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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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