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Synthesis 1996; 1996(5): 633-636
DOI: 10.1055/s-1996-4270
DOI: 10.1055/s-1996-4270
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Large Scale Synthesis of the High Quality Indoloquinone Antitumor Agent EO 9 via [Bis(trifluoroacetoxy)iodo]benzene Oxidation of 4-Aminoindole
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Publikationsdatum:
31. Dezember 2000 (online)
A convenient large scale preparation of the indoloquinone antitumor agent EO 9 (1) has been developed. The hazardous reagent, Fremy’s salt, was replaced by a safer one, [bis(trifluoroacetoxy)iodo]benzene, for oxidation of the 4-aminoindole 3 to the corresponding indoloquinone 4, and high quality 1 was easily obtained by choosing acetonitrile as the reaction solvent for substitution of the methoxy group with ethylenimine to introduce the aziridinyl group into EO 7 (6).
EO 9 - antitumor agent - [bis(trifluoroacetoxy)iodo]benzene oxidation - indoloquinone - aziridinyl group