121017-34-3Relevant academic research and scientific papers
2,6-Epoxy-3-benzoxocin-4-ol Derivatives by Double Intramolecular Formation of Hemiacetals
Wuensch, Bernhard,Bauschke, Gerd
, p. 59 - 65 (2007/10/02)
With dilute HCl the hydroxydialdehyde derivatives 10a-c are cyclised to give the tricyclic hemiacetals 6a-c.This double intramolecular formation of hemiacetals succeeds well, if R in 10 is not hydrogen; if R = H an equilibrium between 5a and 6a is observe
CYCLOADDITION REACTIONS OF 5H-BENZOCYCLOHEPTENE WITH SINGLET OXYGEN AND WITH 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE, AND THE CHEMISTRY OF THE 5H-BENZOCYCLOHEPTENE ENDOPEROXIDES
Atasoy, Basri,Balci, Metin
, p. 1461 - 1468 (2007/10/02)
The cycloaddition reactions of 5H-benzocycloheptene with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) and singlet oxygen has been investigated. 1H-NMR spectra established structures formally derived from the cycloheptatriene valence isomer by (2+4)-Diels-Alder cycloaddition.The formation of these cycloheptatriene adducts is discussed in terms of cycloheptatriene-norcaradiene-equilibrium.The chemistry of the cycloheptatriene endoperoxide (6) was studied.Thermolysis of (6) gave a mixture of products; bis-epoxide, epoxy-ketone, and hydroxy-enone.However, base-catalyzed rearrangement of (6) gave diketone (14) instead of the expected hydroxy-enone.This observation is unprecedented.The formation-mechanism of (14) is also discussed.
