4.7 Article

Visible-Light-Mediated Aerobic Oxidative C(sp3)-C(sp3) Bond Cleavage of Morpholine Derivatives Using 4CzIPN as a Photocatalyst

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 15, Pages 3803-3811

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100455

Keywords

C-C bond cleavage; 4CzIPN; morpholine derivatives; photocatalysis; radical

Funding

  1. National Natural Science Foundation of China [21977084, 22078268]

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In this study, a metal-free strategy was developed for the aerobic oxidative cleavage of the inert C(sp(3))-C(sp(3)) bond using visible light as an energy source and O-2 as an oxidant under mild conditions. The procedure showed suitable selectivity and functional group tolerance, and a possible mechanism involving a radical process was proposed based on mechanism exploration and control experiments.
Herein, a metal-free strategy for the aerobic oxidative cleavage of the inert C(sp(3))-C(sp(3)) bond was developed. Deconstruction of morpholine derivatives was conducted using visible light as an energy source and O-2 as an oxidant under mild conditions. This procedure demonstrated suitable selectivity and functional group tolerance. Moreover, a possible mechanism involving a radical process was proposed based on a series of mechanism exploration and control experiments.

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