Umlagerungen von Heterocyclen, VII. Ketenoide Umlagerung von 2??Pyronen zu Naphthalin??Derivaten
T Kappe, H Schmidt
Index: Kappe,T.; Schmidt,H. Chemische Berichte, 1979 , vol. 112, p. 2756 - 2761
Full Text: HTML
Citation Number: 5
Abstract
4-Hydroxy-2-pyrones 3, obtained by the condensation reaction of trichlorophenyl malonates 1 with the ketones 2 at 240" C, are rearranged at 260 C via ketenes 6 to yield 1, 3- dihydroxynaphthalenes 5. The latter are readily oxidized to naphthoquinones 4 by air. A side product in the rearrangement of 3 b is triphenylphloroglucinol (7).
Related Articles:
Benzene ring assembly promoted by a camphor derived palladium complex
[Carvalho, M. Fernanda N.N.; Almeida, Fernanda M.T.; Galvao, Adelino M.; Pombeiro, Armando J.L. Journal of Organometallic Chemistry, 2003 , vol. 679, # 1 p. 143 - 147]
[Efremov, Dimitry A.; Zavlin, Pavel M.; Essentseva, Nataly S.; Tebby, John C. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 21 p. 3163 - 3168]