4.7 Article

Cross-coupling of aldehydes and α-bromophosphonates to modularly access α-substituted-β-ketophosphonates under dual nickel/photoredox catalysis

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 12, Pages 3061-3066

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3qo00543g

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beta-Ketophosphonates are valuable molecules in organic synthesis. A modular and direct protocol is reported for accessing alpha-substituted-beta-ketophosphonates by utilizing aldehydes and alpha-bromophosphonates via dual nickel/photoredox catalysis. Some special beta-keto frameworks were also obtained with this strategy.
beta-Ketophosphonates are extremely valuable molecules in organic synthesis. Compared with the numerous synthetic methods for their simple skeletons, the routes for accessing alpha-substituted-beta-ketophosphonates usually need multiple steps with strong bases or harsh conditions. Herein, a modular and direct protocol is reported for these types of compounds by utilizing the easily available aldehydes and alpha-bromophosphonates via dual nickel/photoredox catalysis. Some special beta-keto frameworks were also successfully obtained with this strategy.

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