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*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)
130 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)15558-15568
Number of pages11
JournalJournal of Organic Chemistry
Volume83
Issue number24
Early online date16 Nov 2018
DOIs
Publication statusPublished - 21 Dec 2018

ASJC Scopus subject areas

  • Organic Chemistry

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