Abstract
The difficulty in accessing and safely utilising non-stabilised diazo species has in the past limited the application of this class of compounds. Here we explore further the use of oxadiazolines, non-stabilised diazo precursors which are bench stable, in direct, non-catalytic, aldehyde C-H functionalisation reactions under UV photolysis in flow and free from additives. Commercially available aldehydes are coupled to afford unsymmetrical aryl-alkyl and alkyl-alkyl ketones while mild conditions and lack of transition metal catalysts allow for exceptional functional group tolerance. Examples are given on small scale and in a larger scale continuous production.
Highlights
Paul Dingwall, a Andreas Greb,a Lorene N
Ley et al C–H functionalisation of aldehydes using light generated, non-stabilised diazo compounds in flow
C–H functionalisation of aldehydes using light generated, non-stabilised diazo compounds in flow†
Summary
Paul Dingwall, a Andreas Greb,a Lorene N. Ley et al C–H functionalisation of aldehydes using light generated, non-stabilised diazo compounds in flow
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