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

Herein, a metal‐free strategy for the aerobic oxidative cleavage of the inert C(sp3)−C(sp3) bond was developed. Deconstruction of morpholine derivatives was conducted using visible light as an energy source and O2 as an oxidant under mild conditions. This procedure demonstrated suitable selectivity...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 363; no. 15; pp. 3803 - 3811
Main Authors Dong, Chun‐Lin, Huang, Lan‐Qian, Guan, Zhi, Huang, Chu‐Sheng, He, Yan‐Hong
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 03.08.2021
Wiley Subscription Services, Inc
Subjects
4CzIPN
Chemistry
Chemistry, Applied
Chemistry, Organic
Cleavage
C−C bond cleavage
Functional groups
Morpholine
morpholine derivatives
Oxidizing agents
photocatalysis
Physical Sciences
radical
Science & Technology
Selectivity
CATALYSIS
ACTIVATION
morpholine derivatives
radical
ACIDS
ARYLATION
C-C bond cleavage
KETONES
AMINES
4CzIPN
photocatalysis
FACILE
EFFICIENT
ACCESS
C-H
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Summary:Herein, a metal‐free strategy for the aerobic oxidative cleavage of the inert C(sp3)−C(sp3) bond was developed. Deconstruction of morpholine derivatives was conducted using visible light as an energy source and O2 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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202100455