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