The high-pressure Diels–Alder reaction of 3-bromo-1,5-azulenequinone and 3-bromo-1,7-azulenequinone with several dienophiles under 300 MPa pressure gave 1∶1 [4 + 2] cycloadducts in good yields. Bromoazulenequinones reacted with dienophiles on the seven-membered ring in such a way as not to produce a cyclopentadienone moiety.
A. Mori, Y. Zhe Yan, H. Takeshita and T. Nozoe, J. Chem. Soc., Perkin Trans. 1, 1998, 3219 DOI: 10.1039/A804846K
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