The oxidative coupling of indole with some phenolic compounds, naphthols and catechols

作者: Yoshimori Omote , Yasuomi Takizawa , Shunichi Mochida , Yoshihiko Tsuda , Noboru Sugiyama

DOI: 10.1002/JHET.5570140813

关键词: Protocatechuic aldehydeIndole testOxidative coupling of methaneChemistryOrganic chemistryCoupling (electronics)

摘要: The oxidative coupling of indole with three naphthols, 2-naphthol, 2,3-dihydroxynaphthalene and 2,7-dihydroxynaphthalene gave 1,1-bis(3′-indolyl)-2(1H)naphthalenone, 1,1-bis(3′-indolyl)-3-hydroxy-2(1H)naphthalenone 1,1-bis(3′-indolyl)-7-hydroxy-2(1H)naphthalenone, respectively. protocatechuic aldehyde bis-(3-indolyl)-(3′,4′-di-hydroxyphenyl)methane that homocatechol 3-(2′-methyl-3′,4′-di-hydroxyphenyl)indole.

参考文章(19)
T. Hino, M. Nakagawa, T. Wakatsuki, K. Ogawa, S. Yamada, 1-(3-methyl-2-indolyl)pyridinium bromide Tetrahedron. ,vol. 23, pp. 1441- 1450 ,(1967) , 10.1016/0040-4020(67)85097-X
R. Foster, P. Hanson, Interaction of electron acceptors with bases—XIII Tetrahedron. ,vol. 21, pp. 255- 260 ,(1965) , 10.1016/S0040-4020(01)98265-1
W.F. Haddon, R.J. Molyneux, A.C. Waiss, Oxidative coupling of apigenin Tetrahedron. ,vol. 26, pp. 1409- 1416 ,(1970) , 10.1016/S0040-4020(01)92970-9
C. G. Haynes, A. H. Turner, William A. Waters, 552. The oxidation of monohydric phenols by alkaline ferricyanide Journal of the Chemical Society (Resumed). pp. 2823- 2831 ,(1956) , 10.1039/JR9560002823
Yoshimori Omote, Yasuomi Takizawa, Noboru Sugiyama, Oxidative Coupling of Aminonaphthols Bulletin of the Chemical Society of Japan. ,vol. 45, pp. 2882- 2884 ,(1972) , 10.1246/BCSJ.45.2882
Wayne L. Carrick, George L. Karapinka, George T. Kwiatkowski, Oxidative coupling of phenols using vanadium tetrachloride and vanadium oxytrichloride Journal of Organic Chemistry. ,vol. 34, pp. 2388- 2392 ,(1969) , 10.1021/JO01260A029
Vinod Dave, E. W. Warnhoff, Indole Oxidation : the Dimer of 3-Hydroxy-2,3-dimethylindolenine' Canadian Journal of Chemistry. ,vol. 49, pp. 1911- 1920 ,(1971) , 10.1139/V71-310
Nikolaus Fischer, Andr� S. Dreiding, Preparation of a 2-methylcyclodopa derivative. Helvetica Chimica Acta. ,vol. 53, pp. 1937- 1939 ,(1970) , 10.1002/HLCA.19700530745