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Communication | Special issue | Vol 15, No. 1, 1981, pp.187-190
Published online, 1st January, 1970
DOI: 10.3987/S-1981-01-0187
Cyclic Tautomers of Tryptophans and Tryptamines. III. Selective 5-Hydroxylation of Tryptophan and Tryptamine Derivatives

Tohru Hino,* Mikio Taniguchi, and Masako Nakagawa

*Faculty of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan


The oxidation of the cyclic tautomer (5) of tryptophan derivatives with Fremy’s salt or lead tetraacetate gave p-quinoneimine derivative (6) selectively which was readily converted to 5-hydroxytryptophan derivatives on the reduction and the ring-opening.