Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 19, Pages 13559-13571Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01621
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Funding
- EPSRC SynTech Automated Centre for Chemical Synthesis, Centre for Doctoral Training in Cambridge, U.K [EP/S024220/1]
- Pfizer Inc.
- American Chemical Society
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Executing photoredox reactions in flow can improve reaction concentration, reduce reaction time, achieve better yields, facilitate catalyst preparation, and expand substrate scope, demonstrating broad applicability.
Executing photoredox reactions in flow offers solutions to frequently encountered issues regarding reproducibility, reaction time, and scale-up. Here, we report the transfer of a photoredox-catalyzed benzylic coupling of alkylarenes to aldehydes to a flow chemistry setting leading to improvements in terms of higher concentration, shorter residence times, better yields, ease of catalyst preparation, and enhanced substrate scope. Its applicability has been demonstrated by a multi-gram-scale reaction using high-power light-emitting diodes (LEDs), late-stage functionalization of selected active pharmaceutical ingredients (APIs), and also a photocatalyst recycling method.
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