N-Heterocyclic Carbene-Based Catalysis Enabling Cross-Coupling Reactions
N-Heterocyclic Carbene-Based Catalysis Enabling Cross-Coupling Reactions
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DOI：
10.1021/acscatal.0c01795
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发表时间：
2020-06-19
期刊：
影响因子：
12.9
通讯作者：
Ohmiya, Hirohisa
中科院分区：
文献类型：
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作者：
Ohmiya, Hirohisa
N-杂环卡宾（NHC）有机催化促进所谓的反极性反应已成为现代有机合成的强大工具。 NHC 结合的亲核试剂（称为 Breslow 中间体）可以通过 NHC 催化剂与醛反应获得，并且会加成碳-杂原子或碳-碳双键。另一方面，碳亲电子试剂（即R-X物质）与NHC结合亲核试剂的取代型交叉偶联也已被证明，以产生碳-碳键，尽管目前这种过程很困难且不太成熟。本视角简要总结了基于 NHC 的催化作用，可实现交叉偶联反应。研究了三种类型的系统：阴离子、混合和自由基催化。
N-Heterocyclic carbene (NHC) organocatalysis to promote so-called umpolung reactions has emerged as a powerful tool for modern organic synthesis. NHC-bound nucleophiles known as Breslow intermediates can be obtained by reacting an NHC catalyst with an aldehyde and will add to carbon-heteroatom or carbon-carbon double bonds. On the other hand, the substitution-type crosscouplings of carbon electrophiles (that is, R-X species) with NHC-bound nucleophiles to generate carbon-carbon bonds have also been demonstrated even though such processes are difficult and less mature at present. This Perspective briefly summarizes the NHC-based catalysis enabling cross-coupling reactions. Three types of systems are examined: anionic, hybrid, and radical catalysis.