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Published on: May 21, 2019
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Visible-Light-Induced Upcycling of Halogenated Hydrocarbons into Amides Using Chlorine Dioxide
Shohei Ohno1, Minami Fukuhara1, Genta Taniguchi1
1Graduate School of Pharmaceutical Sciences, The University of Osaka, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
Chemical & Pharmaceutical Bulletin
|April 16, 2026
Summary
This study introduces a new method for oxidizing halogenated hydrocarbons using visible light and chlorine dioxide. This process efficiently generates acyl chlorides, which are then converted into diverse amides.
Area of Science:
- Organic Chemistry
- Photochemistry
Background:
- Halogenated hydrocarbons (HHCs) are prevalent environmental pollutants.
- Efficient functionalization of HHCs remains a challenge in synthetic chemistry.
Purpose of the Study:
- To develop a novel visible-light-mediated method for HHC oxidation.
- To achieve in situ formation of acyl chlorides from HHCs.
Main Methods:
- Visible-light irradiation of HHCs in the presence of chlorine dioxide (ClO2•).
- Subsequent reaction of in situ generated acyl chlorides with various amines.
Main Results:
- Successful oxidation of various HHCs under mild conditions.
- Efficient and selective formation of acyl chlorides.
- Broad scope for synthesizing diverse amides from the acyl chlorides.
Conclusions:
- The developed method offers a sustainable and efficient route to acyl chlorides and amides.
- This photoredox catalysis approach provides a valuable tool for organic synthesis.
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