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Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow.
Yiding Chen, Marco Leonardi, Paul Dingwall, Ricardo Labes, Patrick Pasau, David C Blakemore, Steven V Ley
OAI: oai:www.repository.cam.ac.uk:1810/287235 • DOI: 10.17863/CAM.34542
Abstract
Cheap and readily available aqueous formaldehyde was used as a formylating reagent in a homologation reaction with nonstabilized diazo compounds, enabled by UV photolysis of bench-stable oxadiazolines in a flow photoreactor. Various aliphatic aldehydes were synthesized along with the corresponding derivatized alcohols and benzimidazoles. No transition-metal catalyst or additive was required to affect the reaction, which proceeded at room temperature in 80 min.