Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow.
Blakemore, David C
The Journal of organic chemistry
American Chemical Society (ACS)
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Chen, Y., Leonardi, M., Dingwall, P., Labes, R., Pasau, P., Blakemore, D. C., & Ley, S. (2018). Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow.. The Journal of organic chemistry, 83 (24), 15558-15568. https://doi.org/10.1021/acs.joc.8b02721
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.
European Commission Horizon 2020 (H2020) Future and Emerging Technologies (FET) (737266)
External DOI: https://doi.org/10.1021/acs.joc.8b02721
This record's URL: https://www.repository.cam.ac.uk/handle/1810/287235
Attribution 4.0 International
Licence URL: https://creativecommons.org/licenses/by/4.0/