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综述与进展

金催化炔烃分子内环化反应及应用研究进展

张旭, 邹佩森, 刘小清, 闭红艳*, 莫冬亮*   

  1. 广西师范大学化学与药学学院 省部共建药用资源化学与药物分子工程国家重点实验室 桂林 541004
  • 收稿日期:2024-07-18 修回日期:2024-10-10
  • 基金资助:
    国家自然科学基金(No. 22071036), 广西自然科学基金(2023GXNSFDA026025), 广西八桂青年学者资助项目.

Recent progress in gold-catalyzed intramolecular cyclization of alkynes and its applications

Zhang Xu, Zou Pei-Sen, Liu Xiao-Qing, Bi Hong-Yan*, Mo Dong-Liang*   

  1. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China
  • Received:2024-07-18 Revised:2024-10-10
  • Contact: * E-mails: bihongyan0714@163.com; moeastlight@mailbox.gxnu.edu.cn
  • Supported by:
    National Natural Science Foundation of China (22071035), Natural Science Foundation of Guangxi (2023GXNSFDA026025), Guangxi Bagui Young Scholar.

金催化剂由于具有高反应性、独特选择性、对π键的高亲和力等优点, 通常用于活化炔烃、烯烃、联烯等化合物. 其中, 金催化剂不仅能够活化炔烃形成乙烯基金中间体或者金卡宾中间体参与反应,而且也能够催化炔烃发生分子内环化构建新型杂环或多环化合物. 本综述总结了近八年来金催化炔烃的分子内环化反应, 包括不同亲核性的碳原子和杂原子与炔烃的分子内环化反应, 及其在天然产物全合成领域方面的应用.

关键词: 金催化, 炔烃, 分子内环化反应, 杂环化合物, 反应选择性

As gold catalysts have the advantages of high reactivity, unique selectivity, and high affinity for π bonds, they are usually used to activate alkynes, alkenes, and allenes. Gold catalysts not only promote the activation of alkynes to form vinyl gold intermediates or gold carbene intermediates to participate in the reaction but also catalyze the intramolecular cyclization to form new types of heterocycles or polycyclic compounds. This review summarizes the gold-catalyzed intramolecular cyclization of alkynes in recent eight years, including the intramolecular cyclization of different nucleophilic carbon-atom and heteroatoms, and its applications in the total synthesis of natural products.

Key words: gold catalysis, alkynes, intramolecular cyclization, heterocyclic compounds, reaction selectivity