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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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Copper-Catalyzed Borylative Couplings with C-N Electrophiles
Fabien J T Talbot1, Quentin Dherbassy1, Srimanta Manna1
1Department of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Angewandte Chemie (International Ed. in English)
|June 17, 2020
Summary
Copper-catalyzed borylative multicomponent reactions (MCRs) efficiently synthesize complex molecules from simple olefins and C-N electrophiles. These reactions yield valuable amino, cyano, and boronate functionalities essential for drug discovery and chemical synthesis.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Copper-catalyzed borylative multicomponent reactions (MCRs) are powerful for constructing complex molecules.
- These reactions utilize abundant and non-toxic copper catalysts.
- Products possess valuable amino, cyano, and boronate groups prevalent in medicinal chemistry.
Purpose of the Study:
- To review the rapidly emerging field of copper-catalyzed borylative MCRs.
- To survey the union of various olefins with C-N electrophiles.
- To highlight the synthetic utility of these transformations.
Main Methods:
- Exploration of copper-catalyzed reactions involving olefins (allenes, dienes, styrenes) and C-N electrophiles (imines, nitriles).
- Focus on borylative multicomponent reaction strategies.
- Literature survey of recent advancements in the field.
Main Results:
- Demonstration of rapid molecular complexity building through MCRs.
- Selective formation of products with multiple functionalities.
- Efficient synthesis of high-value compounds from simple feedstocks.
Conclusions:
- Copper-catalyzed borylative MCRs offer an efficient route to complex organic molecules.
- These methods provide access to key functional groups for medicinal and process chemistry.
- The field is rapidly advancing with significant potential for future applications.
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