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Nickel-catalyzed three-component olefin reductive dicarbofunctionalization to access alkylborates
Xiao-Xu Wang1, Xi Lu1, Shi-Jiang He1
1Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, iChEM, University of Science and Technology of China Hefei 230026 China luxi@mail.ustc.edu.cn fuyao@ustc.edu.cn.
A new nickel-catalyzed reaction enables the synthesis of complex alkylborates from simple starting materials. This three-component olefin reductive dicarbofunctionalization offers efficient access to valuable compounds for drug discovery and natural product synthesis.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Alkylborates are versatile synthetic intermediates.
- Efficient methods for constructing complex alkylborates are needed.
- Late-stage functionalization is crucial in drug discovery.
Purpose of the Study:
- To develop a novel three-component reaction for alkylborate synthesis.
- To explore nickel-catalyzed reductive dicarbofunctionalization of vinyl boronates.
- To demonstrate the utility of the method for complex molecule synthesis.
Main Methods:
- Nickel-catalyzed three-component reaction.
- Reductive coupling of vinyl boronates, alkyl bromides, and aryl iodides.
- Optimization of reaction conditions for yield and selectivity.
Main Results:
- Successful synthesis of diverse alkylborates.
- High coupling efficiency and functional group tolerance.
- Demonstrated application in late-stage modification of complex molecules.
Conclusions:
- The developed method provides a powerful tool for constructing alkylborates.
- This reaction facilitates modular and convergent synthesis strategies.
- The methodology holds promise for pharmaceutical and natural product synthesis.
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