Dopaquinone and Related Compounds: Reactions with o-Phenylenediamine
- 1 August 1974
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 47 (8) , 1957-1959
- https://doi.org/10.1246/bcsj.47.1957
Abstract
The oxidation of 4-substituted catechols including DOPA with o-chloranil or cerium(IV) sulfate to give the corresponding o-benzoquinones was examined. The trapping of o-benzoquinones with o-phenylenediamine immediately after oxidation was successfully used to isolate 2-substituted phenazines, the substituents being –CH3, –CH(CH3)2, –(CH2)2CO2H, –(CH2)2CO2CH3, –CH=CHCO2H, –CH=CHCO2CH3, –(CH2)2NHCOC6H5, and –CH2CH(NHCOC6H5)CO2CH3. Dopaquinone was identified in a protected form.This publication has 10 references indexed in Scilit:
- 13C‐ and 1H‐NMR. Spectra of ortho‐benzoquinones. On the assignment problem in 13C spectraHelvetica Chimica Acta, 1973
- Methoden und Anwendungen der kernmagnetischen DoppelresonanzAngewandte Chemie, 1971
- Oxidation of tyrosine and its peptides with potassium nitrosodisulphonateTetrahedron, 1971
- Die Bildung von L‐3‐Acylamino‐6,7‐dihydroxy‐hydrocumarinen aus N‐Acyl‐3‐(3,4‐dihydroxyphenyl)‐L‐alaninenHelvetica Chimica Acta, 1970
- Oxidation of pyrocatechol. VII. Oxidation of 4-tert-alkylpyrocatechols and 2-tert-alkylhydroquinones by oxygen in an alkaline mediumCollection of Czechoslovak Chemical Communications, 1969
- Zur Kenntnis der o‐Chinone, XXV: Darstellung und Eigenschaften von o‐Chinonen mit elektrophilen SubstituentenEuropean Journal of Inorganic Chemistry, 1965
- Notizen: Zur Kenntnis der o-Chinone XII 1 o-Chinone aus Brenzcatechin-DerivatenZeitschrift für Naturforschung B, 1959
- Reaktionen mit Nitrosodisulfonat, VIII. Mitteil.: ortho‐Benzochinone und PhenazineEuropean Journal of Inorganic Chemistry, 1955
- The Tyrosinase-Tyrosine Reaction. IIBiochemical Journal, 1925
- Zur Kenntnis der o ‐ChinoneEuropean Journal of Inorganic Chemistry, 1911