Substituent effects of the cycloaddition reaction of 7-substituted 5H-benzocycloheptenes with singlet oxygen and the chemistry of the benzocycloheptene endoperoxides
Özet
The cycloaddition reaction of 7-substituted 5H-benzocycloheptenes with singlet oxygen and the chemistry of the obtained endoperoxides were investigated. Reaction of carboethoxy-substituted endoperoxide with NEt3 gave a mixture of products; hydroxyketone, diketone, and carboethoxy-substituted keto-enol tautomers, whereas the reaction of methyl-substituted endoperoxide only formed a diketone under the same reaction conditions. Thermolysis, thiourea, and CoTPP reactions of the endoperoxides were also studied. The reaction mechanism and electronic effect of substituents were discussed.
Atıf için künye
GUNEY, M., Ceylan, Z., Daştan, A., & BALCI, M. (2005). Substituent effects of the cycloaddition reaction of 7-substituted 5H-benzocycloheptenes with singlet oxygen and the chemistry of the benzocycloheptene endoperoxides. CANADIAN JOURNAL OF CHEMISTRY, 83(3), 227–235. https://doi.org/10.1139/v05-046
BibTeX
@article{guney2005-70695,
author = {GUNEY, Murat and Ceylan, ZC and Daştan, Arif and BALCI, M},
title = {Substituent effects of the cycloaddition reaction of 7-substituted 5H-benzocycloheptenes with singlet oxygen and the chemistry of the benzocycloheptene endoperoxides},
journal = {CANADIAN JOURNAL OF CHEMISTRY},
year = {2005},
volume = {83},
number = {3},
pages = {227--235},
issn = {0008-4042},
doi = {10.1139/v05-046},
url = {https://akademik.atauni.edu.tr/yayinlar/70695-substituent-effects-of-the-cycloaddition-reaction-of-7-substituted-5h}
}