Chemical Society Reviews· 2013Q1· Review
Selection of boron reagents for Suzuki–Miyaura coupling
- 1,503citations
- Q1SCImago
- 2013year
Short summary
This review analyzes seven main classes of boron reagents for Suzuki-Miyaura coupling, evaluating their physical/chemical properties, preparation methods, and applications, with a focus on transmetalation mechanisms.
AI-generated from the title and abstract; the full text is not read.
Key points
- Suzuki-Miyaura coupling is a widely used C-C bond forming reaction.
- Organoboron reagents are key to SM coupling's success due to their stability and benign nature.
- Seven main classes of boron reagents are analyzed.
- The review focuses on reagent properties, preparation, applications, and transmetalation mechanisms.
AI-generated from the title and abstract; the full text is not read.
Abstract
Suzuki-Miyaura (SM) cross-coupling is arguably the most widely-applied transition metal catalysed carbon-carbon bond forming reaction to date. Its success originates from a combination of exceptionally mild and functional group tolerant reaction conditions, with a relatively stable, readily prepared and generally environmentally benign organoboron reagent. A variety of such reagents have been developed for the process, with properties that have been tailored for application under specific SM coupling conditions. This review analyses the seven main classes of boron reagent that have been developed. The general physical and chemical properties of each class of reagent are evaluated with special emphasis on the currently understood mechanisms of transmetalation. The methods to prepare each reagent are outlined, followed by example applications in SM coupling.
The authors' abstract, as published at the source. Chemical Society Reviews, 2013 · DOI ↗
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Field: Organic Chemistry
Organic ChemistryChemistry