期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 20, 页码 11068-11091出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202010631
关键词
biaryl; catalysis; palladium; pyridine; synthetic methods
资金
- EPSRC Centre for Doctoral Training in Synthesis for Biology and Medicine [EP/L015838/1]
- Clarendon Fund Scholarship for their studentship
- EPSRC
- Pfizer
- European Union [793155]
- Marie Curie Actions (MSCA) [793155] Funding Source: Marie Curie Actions (MSCA)
This review focuses on the methods developed for the challenging coupling of 2-pyridine nucleophiles with (hetero)aryl electrophiles, ranging from traditional cross-coupling processes to alternative nucleophilic reagents and novel main group approaches.
Azine-containing biaryls are ubiquitous scaffolds in many areas of chemistry, and efficient methods for their synthesis are continually desired. Pyridine rings are prominent amongst these motifs. Transition-metal-catalysed cross-coupling reactions have been widely used for their synthesis and functionalisation as they often provide a swift and tuneable route to related biaryl scaffolds. However, 2-pyridine organometallics are capricious coupling partners and 2-pyridyl boron reagents in particular are notorious for their instability and poor reactivity in Suzuki-Miyaura cross-coupling reactions. The synthesis of pyridine-containing biaryls is therefore limited, and methods for the formation of unsymmetrical 2,2 '-bis-pyridines are scarce. This Review focuses on the methods developed for the challenging coupling of 2-pyridine nucleophiles with (hetero)aryl electrophiles, and ranges from traditional cross-coupling processes to alternative nucleophilic reagents and novel main group approaches.
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