A. Mori et al., Thermal cycloaddition reactions of azulene-1,5-quinones and azulene-1,7-quinones with cyclic dienes and cycloheptatriene, J CHEM S P1, (15), 1999, pp. 2129-2141
[2+4]-[6+4] Cycloadducts were obtained from the thermal cycloaddition react
ions of azulenequinones with cyclic 4 pi systems such as 1,3-diphenylisoben
zofuran and isobenzofuran while the reaction of cycloheptatriene and azulen
equinones gave ene products as well as cage molecules. The first addition s
ite of 1,3-diphenylisobenzofuran was different for 3-bromoazulene-1,5-quino
ne and azulene-1,5-quinone; the former reacted on the cyclopentenone part a
nd the latter on the C-6-C-7 bond to avoid formation of an unstable cyclope
ntadienone structure.