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Cross-coupling of aromatic esters and amides
Ryosuke Takise1, Kei Muto, Junichiro Yamaguchi
1Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan.
Chemical Society Reviews
|July 8, 2017
Summary
Synthetic chemists are using aromatic esters and amides in catalytic cross-coupling reactions. These methods efficiently create new carbon-carbon and carbon-heteroatom bonds, offering versatile synthetic strategies.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Catalytic cross-coupling reactions are vital for bond formation in organic synthesis.
- Aromatic esters and amides are increasingly recognized as valuable substrates in these transformations.
- Developing efficient methods for C-C and C-heteroatom bond formation remains a key challenge.
Purpose of the Study:
- To review recent advances in the catalytic cross-coupling of aromatic esters and amides.
- To highlight the utility of esters and amides as versatile building blocks.
- To discuss both decarbonylative and non-decarbonylative reaction pathways.
Main Methods:
- Metal-catalyzed cross-coupling reactions.
- Utilizing aromatic esters and amides as coupling partners.
- Analysis of reaction mechanisms, including decarbonylative and non-decarbonylative pathways.
Main Results:
- Esters and amides serve as effective precursors in cross-coupling reactions.
- Decarbonylative coupling utilizes these substrates as leaving groups.
- Non-decarbonylative coupling enables the formation of ketone derivatives.
Conclusions:
- Catalytic cross-coupling of aromatic esters and amides represents a significant advancement in synthetic chemistry.
- These methods provide efficient and versatile routes to diverse molecular structures.
- The dual reactivity (decarbonylative and non-decarbonylative) expands synthetic possibilities.
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