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Functionalisation of ethereal-based saturated heterocycles with concomitant aerobic C–H activation and C–C bond formation

Ahmed, Nehaal; Spears, Richard J; Sheppard, Tom D; Chudasama, Vijay; (2022) Functionalisation of ethereal-based saturated heterocycles with concomitant aerobic C–H activation and C–C bond formation. Chemical Science 10.1039/d2sc01626e. (In press). Green open access

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Abstract

With an ever-growing emphasis on sustainable synthesis, aerobic C–H activation (the use of oxygen in air to activate C–H bonds) represents a highly attractive conduit for the development of novel synthetic methodologies. Herein, we report the air mediated functionalisation of various saturated heterocycles and ethers via aerobically generated radical intermediates to form new C–C bonds using acetylenic and vinyl triflones as radical acceptors. This enables access to a variety of acetylenic and vinyl substituted saturated heterocycles that are rich in synthetic value. Mechanistic studies and control reactions support an aerobic radical-based C–H activation mechanism.

Type: Article
Title: Functionalisation of ethereal-based saturated heterocycles with concomitant aerobic C–H activation and C–C bond formation
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/d2sc01626e
Publisher version: https://doi.org/10.1039/D2SC01626E
Language: English
Additional information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
UCL classification: UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL
URI: https://discovery.ucl.ac.uk/id/eprint/10151882
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