4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 36, Pages 5309-5311

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.06.080

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Funding

  1. Science and Engineering Research Council of A*STAR (Agency for Science, Technology and Research), Singapore
  2. Johnson & Johnson Asia Pacific

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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. (C) 2008 Elsevier Ltd. All rights reserved.

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