DBU Promoted Deformylative/Dehalogenative Difunctionalization to Access β‐Bromovinyl Aldehydes Derived from Tetralones
European Journal of Organic Chemistry(2023)
Abstract
Abstract Herein we have disclosed metal‐free 1,8‐diazabicyclo(5.4.0)undec‐7‐ene (DBU)‐catalyzed protocol for the deformylative/dehalogenative carbonylation and Michael addition of β ‐bromovinyl aldehydes with acrylates and carbonylation followed by etherification with benzyl bromides to synthesize δ‐oxo esters and vinyl ethers respectively in good yields under an open atmosphere with broad substrate scope. Regeneration of starting material from vinyl ethers, organo‐catalytic and nucleophilic behavior of DBU is also discussed.
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Key words
deformylation,dehalogenation,difunctionalization,synthetic methods
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