Reductive annulations of arylidene malonates with unsaturated electrophiles using photoredox/Lewis acid cooperative catalysis

A cooperative Lewis acid/photocatalytic reduction of salicylaldehyde-derived arylidene malonates provides access to a versatile, stabilized radical anion enolate. Using these unusual umpolung operators, we have developed a novel route to access densely functionalized carbo- and heterocycles through...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2019-03, Vol.10 (11), p.3353-3359
Main Authors: Betori, Rick C, McDonald, Benjamin R, Scheidt, Karl A
Format: Article
Language:English
Subjects:
Catalysis
Chemical reactions
Crystallography
Lewis acid
Organic chemistry
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Summary:A cooperative Lewis acid/photocatalytic reduction of salicylaldehyde-derived arylidene malonates provides access to a versatile, stabilized radical anion enolate. Using these unusual umpolung operators, we have developed a novel route to access densely functionalized carbo- and heterocycles through a radical annulation addition pathway.
ISSN:2041-6520
2041-6539
DOI:10.1039/C9SC00302A