Synthesis of a Series of Diaminoindoles

Synthesis of a Series of Diaminoindoles

A selection of 3,4-diaminoindoles were required for a recent drug discovery project. To this end, a 10-step synthesis was developed from 4-nitroindole. This synthesis was subsequently adapted and used to synthesize 3,5-; 3,6-; and 3,7-diaminoindoles from the corresponding 5-, 6-, or 7-nitroindole. T...

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Veröffentlicht in:Journal of organic chemistry 2021-09, Vol.86 (17), p.11333-11340
Hauptverfasser: Martin, James S, Mackenzie, Claire J, Gilbert, Ian H
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container_title Journal of organic chemistry
container_volume 86
creator Martin, James S
Mackenzie, Claire J
Gilbert, Ian H
description A selection of 3,4-diaminoindoles were required for a recent drug discovery project. To this end, a 10-step synthesis was developed from 4-nitroindole. This synthesis was subsequently adapted and used to synthesize 3,5-; 3,6-; and 3,7-diaminoindoles from the corresponding 5-, 6-, or 7-nitroindole. These novel intermediates feature orthogonal protecting groups that allow them to be further diversified. This is the first reported synthesis of these types of compounds.
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subjects Chemistry
Chemistry, Organic
Indoles
Physical Sciences
Science & Technology
title Synthesis of a Series of Diaminoindoles
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