氮杂环烯烃催化的有机反应

doi:10.6023/cjoc202605027

摘要/Abstract

氮杂环烯烃, 结构类似于去氧的Breslow中间体. 由于氮原子的供电作用和杂环有效的电荷分散能力, 氮杂环烯烃的碳碳双键富电子且高度极化, 环外碳原子具有很强的碱性和亲核性. 这一特性使氮杂环烯烃可以作为配体和有机催化剂. 在氮杂环烯烃催化的有机反应方面, 取得了一系列重要研究进展. 系统梳理了氮杂环烯烃催化的有机反应, 介绍了氮杂环烯烃的碱性和亲核性以及其催化的各类有机反应.

关键词: 氮杂环烯烃, 有机催化, 不对称合成, 碱性

N-Heterocyclic Olefins (NHOs) are structurally comparable to the deoxy Breslow intermediates. Due to the donating property of nitrogen atoms and the effective charge dispersion ability of heterocyclic rings, the carbon-carbon double bond of N-Heterocyclic Olefins is electron-rich and highly polarized. Consequently, the exocyclic carbon atom has strong basicity and high nucleophilicity. These characteristics enable NHOs to serve as ligands and organocatalysts. A series of important advances have been made in the field of organic reactions catalyzed by NHO. This review summarizes these developments. It covers the basicity and nucleophilicity of NHOs and the various organic reactions they catalyze.

Key words: N-heterocyclic olefins, Organocatalysis, Asymmetric synthesis, Basicity

引用此文

赵明, 况文程, 王方阔. 氮杂环烯烃催化的有机反应[J]. 有机化学, doi: 10.6023/cjoc202605027.

Zhao Ming, Kuang Wencheng, Wang Fangkuo. Organic Reactions Catalyzed by N-Heterocyclic Olefins[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202605027.

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