期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 17, 页码 11333-11340出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00652
关键词
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资金
- Medicines for Malaria Venture
- Wellcome Trust Centre Award [203134/Z/16/Z]
- University of Dundee
A 10-step synthesis was developed from 4-nitroindole to obtain a selection of 3,4-diaminoindoles, which was then adapted to synthesize 3,5-; 3,6-; and 3,7-diaminoindoles from the corresponding 5-, 6-, or 7-nitroindole. These novel intermediates with orthogonal protecting groups represent the first reported synthesis of these types of compounds, providing potential for further diversification.
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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