4.5 Article

A Simple Synthesis of Functionalized 3-Bromocoumarins by a One-Pot Three-Component Reaction

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 6, Pages 1046-1051

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200901107

Keywords

Bromine; Multicomponent reactions; Wittig reactions; Oxygen heterocycles; Natural products

Funding

  1. Centre National de Recherche Scientifique (CNRS)
  2. European Union (EU) [MEST-CT-2005-020580]

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Functionalized 3-bromocoumarins 2 have been prepared by a simple one-pot bromination/Wittig/cyclization tandem process from methyl (triphenylphosphoranylidene) acetate, N-bromosuccinimide and a series of 2-hydroxybenzaldehydes. Owing to the commercial availability of salicylaldehyde derivatives, this approach offers such a diverse range of compounds that it. fulfills the recent demand for the generation of large combinatorial chemical libraries based on the coumarin scaffold.

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