Expedient routes to valuable bromo-5,6-dimethoxyindole building blocks

The synthesis of 3-, 4-, 7-bromo and 4,7-dibrominated 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylic acid (DHICA) derivatives is reported. Hemetsberger and Bartoli indole syntheses were investigated and expedient routes to the desired compounds were developed. These indoles are valua...

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Bibliographic Details
Published in:Tetrahedron letters 2008-09, Vol.49 (36), p.5309-5311
Main Authors: Huleatt, Paul B., Choo, Sze Shiong, Chua, Sheena, Chai, Christina L.L.
Format: Article
Language:English
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Summary:The synthesis of 3-, 4-, 7-bromo and 4,7-dibrominated 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylic acid (DHICA) derivatives is reported. Hemetsberger and Bartoli indole syntheses were investigated and expedient routes to the desired compounds were developed. These indoles are valuable substrates for elaboration using transition metal-mediated cross-coupling chemistry.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.06.080