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Updated: Aug 29, 2025
06:46
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
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Non-directed Pd-catalysed electrooxidative olefination of arenes
Subir Panja1, Salman Ahsan2, Tanay Pal1
1IIT Bombay, Department of Chemistry and IDP, Climate Studies Powai Mumbai 400076 India dmaiti@iitb.ac.in arnabdutta@chem.iitb.ac.in.
Chemical Science
|September 12, 2022
Summary
This study introduces an electrooxidative Fujiwara-Moritani reaction for arene olefination, replacing toxic oxidants with electricity for greener chemistry. This method enables regioselective C-H activation and functionalization of diverse arenes and olefins.
Area of Science:
- Organic Chemistry
- Catalysis
- Green Chemistry
Background:
- The Fujiwara-Moritani reaction is vital for arene olefination via palladium-catalyzed C-H activation.
- Traditional methods require toxic oxidants, posing environmental and atom-economy concerns.
Purpose of the Study:
- To develop a sustainable and efficient electrooxidative Fujiwara-Moritani reaction.
- To achieve non-directed and regioselective olefination of simple arenes.
Main Methods:
- Utilized electrochemistry to drive the Fujiwara-Moritani reaction, eliminating the need for chemical oxidants.
- Investigated palladium-catalyzed C-H activation using a broad range of arenes, heteroarenes, and olefins.
Main Results:
- Successfully demonstrated the first non-directed and regioselective electrooxidative Fujiwara-Moritani reaction.
- Showcased broad substrate scope, highlighting the approach's versatility and operator-friendliness.
- Electroanalytical studies indicated a Pd(ii)/Pd(iv) catalytic cycle involving a Pd(iii) intermediate.
Conclusions:
- The electrooxidative Fujiwara-Moritani reaction offers a greener and more atom-economical alternative to traditional methods.
- This operator-friendly approach provides a versatile platform for arene olefination with high regioselectivity.
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