Abstract

Abstract A novel reaction to convert 3-alkyl-2-amino-3H-indol-3-ol to 3-alkylindole is described. The yield was 60–80% for four 2-amino-3H-indol-3-ols examined. With aqueous sodium borohydride, 3-alkyl-2-amino-3H-indol-3-ol was reduced and deaminated predominantly to the corresponding indolin-3-ol, which was then dehydrated to 3-alkylindole in acidic media. Eventually a reaction cycle to interconvert tryptophan and N′-formylkynurenine was established.

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