Free accessResearch articleFirst published online 1999-6
First Synthesis of 1,1,4,4-Tetrakis(2-hydroxyphenyl)-butane Type Compounds from Condensation of p -Substituted Phenol Derivatives with 2,5-Dimethoxytetrahydrofuran in Trifluoroacetic Acid †
Condensation reactions of 2,5-dimethoxytetrahydrofuran with p-substituted phenols and 2-naphthol in trifluoroacetic acid produce 1,1,4,4-tetrakis(2-hydroxyphenyl)butane type compounds and 1,2-bis(1,3-dibenzo[a,j]xanthyl)ethane in good yields.
References
1.
ClaisenL., Liebigs Ann. Chem., 1887, 237, 271.
2.
DiltheyS., J. Prakt. Chem., 1932, 133.
3.
CoxwothE. C. M., Can. J. Chem., 1967, 45, 1777.
4.
LayerR. W., J. Heterocycl. Chem., 1975, 12, 1067.
5.
RosenthalA. and ZaionchkovskyA., Can. J. Chem., 1960, 38, 2277; ChwalaA. and BartekW., Monatsh., 1951, 82, 652.
6.
DischendorferO., Monatsh., 1940, 73, 45.
7.
FanX., YamaiT., OkazakiH., YamayeM., MizobeH., KosugiY. and KitoT., J. Org. Chem., 1995, 60, 5407.
8.
TuncaA. Acuner, TalinliN. and AkarA., Tetrahedron, 1995, 51, 2109.
9.
MaravignaP., J. Polym. Sci. Podym. Chem. Ed., 1988, 26, 2475.
