Bicatalytic Multistep Reactions En Route to the One-Pot Total Synthesis of Complex Molecules: Easy Access to Chromene and 1,2-Dihydroquinoline Derivatives from Simple Substrates

Pascal D. Giorgi, Peter J. Miedziak, Jennifer K. Edwards, Graham J. Hutchings, Sylvain Antoniotti

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Abstract

By combining nanocatalysis with base catalysis, a novel one-pot multistep process was found for the synthesis of substituted heterocycles of biological relevance from simple substrates. The process is based on the initial Au/O2oxidation of allylic alcohols, which is followed by base-catalyzed tandem hetero-Michael/aldolization/crotonization with ortho-hydroxy- or ortho-aminobenzaldehydes. The flexibility of the reaction even allowed the benzaldehyde partner to be prepared in situ in an example of a one-pot/five-step process.
Original languageEnglish
Pages (from-to)70-75
Number of pages6
JournalChemCatChem
Volume9
Issue number1
DOIs
Publication statusPublished - 9 Jan 2017

Keywords

  • domino reactions
  • nanocatalysis
  • oxidation
  • step economy
  • sustainable chemistry

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