Exclusive conversion of the tricyclic hydroperoxide (1) into N′-formylkynurenine (2) has been found to occur in Na2CO3–AcOH (pH 7) and the methylene blue-sensitized photo-oxygenation of tryptophan in the same system has given N′-formylkynurenine as the sole product, in contrast with the reaction in water, which gave compound (1).
M. Nakagawa, S. Kato, K. Nakano and T. Hino, J. Chem. Soc., Chem. Commun., 1981, 855 DOI: 10.1039/C39810000855
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