The 2-Pyridyl Problem: Challenging Nucleophiles in Cross-Coupling Arylations.
The 2-Pyridyl Problem: Challenging Nucleophiles in Cross-Coupling Arylations.
复制标题
2-吡啶基问题：交叉偶联芳基中的核寄生机。
DOI：
10.1002/anie.202010631
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发表时间：
2021-05-10
期刊：
影响因子：
--
通讯作者：
Willis MC
中科院分区：
文献类型：
--
作者：
Cook XAF;de Gombert A;McKnight J;Pantaine LRE;Willis MC
含吖嗪联芳基化合物是许多化学领域中普遍存在的支架，人们不断需要有效的合成方法。吡啶环在这些图案中很突出。过渡金属催化的交叉偶联反应已广泛用于其合成和功能化，因为它们通常为相关联芳基支架提供快速且可调节的途径。然而，2-吡啶有机金属化合物是反复无常的偶联伙伴，特别是2-吡啶基硼试剂因其在铃木-宫浦交叉偶联反应中的不稳定性和反应性差而臭名昭著。因此，含吡啶联芳基化合物的合成受到限制，且形成不对称2,2'-双吡啶的方法很少。本综述重点关注为 2-吡啶亲核试剂与（杂）芳基亲电子试剂进行挑战性偶联而开发的方法，范围从传统的交叉偶联过程到替代亲核试剂和新型主基团方法。本综述重点关注为解决 2-吡啶基亲核试剂与（杂）芳基亲电试剂偶联难题而开发的方法。该主题涵盖传统的交叉偶联过程、铃木-宫浦偶联的修改以及替代亲核试剂和 C−H 活化的最新进展。
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. This Review focuses on methods developed as solutions for the challenging coupling of 2‐pyridyl nucleophiles with (hetero)aryl electrophiles. The topic encompasses traditional cross‐coupling processes, modifications to the Suzuki–Miyaura coupling, as well as alternative nucleophilic reagents and recent developments in C−H activation.
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影响因子：
8.6
作者：
Bekiari, V;Pistolis, G;Lianos, P
通讯作者：
Lianos, P
影响因子：
6.1
作者：
Bakhite, Etify A.;Abd-Ella, Aly A.;Abdel-Raheem, Shaban A. A.
通讯作者：
Abdel-Raheem, Shaban A. A.
影响因子：
2
作者：
Ackermann, Lutz;Potukuchi, Harish K.
通讯作者：
Potukuchi, Harish K.
DOI：
10.1039/jr9560000616
发表时间：
1956-01-01
期刊：
JOURNAL OF THE CHEMICAL SOCIETY
影响因子：
--
作者：
BADGER, GM;SASSE, WHF
通讯作者：
SASSE, WHF
影响因子：
3.9
作者：
Arshadi, Sattar;Ebrahimiasl, Saeideh;Hosseinian, Akram;Monfared, Aazam;Vessally, Esmail
通讯作者：
Vessally, Esmail