Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 24, Pages 15558-15568Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02721
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Funding
- Pfizer
- EPSRC [EP/K009494/1, EP/K039520/1, EP/M004120/1]
- H2020-FETOPEN programme of European commission [737266-ONE FLOW]
- UCB Belgium
- EPSRC [EP/K009494/1, EP/M004120/1, EP/K039520/1] Funding Source: UKRI
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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.
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