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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

Authors :
Peter J. Miedziak
Sylvain Antoniotti
Graham J. Hutchings
Pascal Giorgi
Jennifer K. Edwards
Source :
ChemCatChem. 9:70-75
Publication Year :
2016
Publisher :
Wiley, 2016.

Abstract

By combining nanocatalysis and base-catalysis, a novel one-pot multistep process was found for the synthesis of substituted heterocycles of biological relevance from simple substrates. It is based on an initial Au/O2 oxidation of allylic alcohols followed by a base-catalysed tandem hetero-Michael/aldolisation/crotonisation with ortho-hydroxy or ortho-amino benzaldehydes. The flexibility of the reaction even allowed the benzaldehyde partner to be prepared in situ in an example of one-pot/5-steps process.

Details

ISSN :
18673880
Volume :
9
Database :
OpenAIRE
Journal :
ChemCatChem
Accession number :
edsair.doi.dedup.....6274cd46a8c3d5d4d6b4e6df9f9069b7