Photocarboxylation of Arylated 2H‐Azirines Exploiting Continuous Flow Technology

Added on:
26 Feb, 2025

A robust and efficient continuous flow setup is presented for the orchestrated use of CO₂ gas and photochemistry under flow conditions. In this study, the catalyst-free cycloaddition between azomethine ylides—generated in situ from simple 2H-azirines—and CO₂ was explored. UV-A light (365 nm) was used as the energy source, and CO₂ was employed as an inexpensive and abundant building block, providing an attractive strategy through which isomeric oxazolones were afforded. These were subsequently aromatised to yield novel oxazole products in a convergent manner. Substantial improvements in reaction performance were achieved through continuous flow processing, allowing for the safe exploitation of this transformation. In this way, effective fixation of CO₂ was enabled to generate valuable building blocks, and the process was demonstrated to be readily scalable to gram quantities.

  • Bonner, A
  • García‐Lacuna, J
  • Baumann, M
  • University College Dublin, Chemistry, Science Centre South Belfield, Dublin 4, Ireland, IRELAND
Photocarboxylation of Arylated 2H‐Azirines Exploiting Continuous Flow Technology
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