Dehydrogenative Photoredox Catalyzed Synthesis of Indolyl Δ<sup>2</sup>‐Isoxazolines via a Formal C(sp<sup>3</sup>)−H Functionalization

Abstract The discovery of a dehydrogenative photoredox catalyzed formal C(sp 3 )−H intramolecular cyclization of indolyl‐oximes to generate indolyl Δ 2 ‐isoxazolines is reported. In contrast to the current state‐of‐the‐art, the reaction avoids the use of super stoichiometric chemical oxidants and high reaction temperatures and is proposed to operate via two sequential single electron oxidation events.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-12-10
DOI
https://doi.org/10.1002/ejoc.202401369
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Dehydrogenative Photoredox Catalyzed Synthesis of Indolyl Δ2‐Isoxazolines via a Formal C(sp3)−H Functionalization

James A. Rossi‐Ashton, William P. Unsworth, Wade F. Petersen, Richard J. Payne et al.
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European Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Dehydrogenative Photoredox Catalyzed Synthesis of Indolyl Δ2‐Isoxazolines via a Formal C(sp3)−H Functionalization

James A. Rossi‐Ashton, William P. Unsworth, Wade F. Petersen, Richard J. Payne, Farhaan Dobah, Jonathan Da Luz
article en

Abstract

Abstract The discovery of a dehydrogenative photoredox catalyzed formal C(sp 3 )−H intramolecular cyclization of indolyl‐oximes to generate indolyl Δ 2 ‐isoxazolines is reported. In contrast to the current state‐of‐the‐art, the reaction avoids the use of super stoichiometric chemical oxidants and high reaction temperatures and is proposed to operate via two sequential single electron oxidation events.

European Journal of Organic ChemistryVol. 28(12)
The University of Sydney (AU), Australian Research Council (AU), University of Cape Town (ZA), University of Manchester (GB), ARC Centre of Excellence for Innovations in Peptide and Protein Science (AU), University of York (GB)
Clean water and sanitation
Openalex Percentile: Top 83%
Catalytic C–H Functionalization Methods
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