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Published on: April 22, 2016
Visible-Light Photocatalytic Multicomponent Ritter-Type Reactions with Aryl and Alkyl Bromides as Carbon Radical
Zhi-Xiong Wu1, Peng-Lu Liu1, Zhuo-Ying Dong1
1School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, PR China.
This study introduces a novel visible-light reaction for synthesizing diverse N-substituted diacylimides. The method efficiently functionalizes alkenes using aryl bromides as radical sources, yielding valuable compounds.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Photochemistry
Background:
- Multicomponent reactions offer efficient synthetic pathways.
- Ritter-type reactions are valuable for forming C-N bonds.
- Visible-light photoredox catalysis enables novel transformations.
Purpose of the Study:
- To develop a visible-light-mediated multicomponent reaction.
- To achieve 1,2-difunctionalization of alkenes.
- To synthesize diverse N-substituted diacylimides.
Main Methods:
- Visible-light irradiation
- Multicomponent reaction strategy
- Use of alkenes, aryl/alkyl bromides, carboxylic acids, and acetonitrile
Main Results:
- Successful 1,2-difunctionalization of alkenes.
- Formation of a wide variety of N-substituted diacylimides.
- Effective use of aryl bromides as aryl radical sources, increasing structural diversity.
Conclusions:
- A novel visible-light-mediated multicomponent Ritter-type reaction was established.
- The reaction provides access to structurally diverse N-substituted diacylimides.
- A plausible reaction mechanism involving carboxylate and water was proposed.
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