4.5 Article

Coupling-Isomerization-Cycloisomerization Reaction (CICIR) - An Unexpected and Efficient Domino Approach to Luminescent 2-(Hydroxymethylene)indenones

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 42, Pages 7058-7062

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901413

Keywords

Alkynylation; Cycloisomerization; Domino reactions; Fluorescence; Isomerization

Funding

  1. German Academic Exchange Service (DAAD)
  2. Iran Science Elites Federation (ISEF)
  3. Deutsche Forschungsgemeinschaft [Mu 1088/91]

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A Pd/Cu-catalyzed base mediated domino process of ortho-halo (hetero)aryl carboxaldehydes and propargyl alcohols unexpectedly furnish 2-(hydroxymethylene)indenones in good to excellent yield as a result of a coupling-isomerization-cycloisomerization reaction (CICIR). In addition, the title compounds constitute an interesting class of luminophores with tunable emission solvatochromicity.

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