Synthesis of a Series of Diaminoindoles | Zendy

James S. Martin | Zendy; Claire J. Mackenzie | Zendy; Ian H. Gilbert | Zendy

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Synthesis of a Series of Diaminoindoles

Author(s) -

James S. Martin,

Claire J. Mackenzie,

Ian H. Gilbert

Publication year - 2021

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.1c00652

Subject(s) - selection (genetic algorithm) , combinatorial chemistry , series (stratigraphy) , drug discovery , computer science , computational biology , biology , chemistry , artificial intelligence , bioinformatics , paleontology

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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