The syntheses of some benzobicyclo(2.2.2)octene derivatives, including benzobicyclo(2.2.2)octatriene

✍ Scribed by Keizo Kitahonoki; Yoshihiro Takano

• Publisher: Elsevier Science
• Year: 1963
• Tongue: French
• Weight: 297 KB
• Volume: 4
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)90878-0

✦ Synopsis

MILLER and Stiles reported the synthesis of banzobicyclo(2.2.2)octatriene (l), which is an interesting compound in view of the benzohomolog of barrelena (21, in the latest issue of the Journal of the American Chemical Society. Independently, we also had synthesized the above-mentioned compound from the P-naphthol-maleic anhydride adduct (3) by a different route. This paper describes the bisdecarboxylation reaction using lead tetraacetate, exploited by Grab et al. (4), of some diacids from the naphthalene-maleic anhydride ndducts and the transformation of these reaction products into benzobicyclo(Z.Z.Z)octatriene