海南热带海洋学院学报2024,Vol.31Issue(2) :120-127.DOI:10.13307/j.issn.2096-3122.2024.02.17

共轭炔酮合成七元环产物的串联环合反应

Synthesis of Seven-membered Ring Compound from Conjugate Ynone by Cascade Reaction

陈致州
海南热带海洋学院学报2024,Vol.31Issue(2) :120-127.DOI:10.13307/j.issn.2096-3122.2024.02.17

共轭炔酮合成七元环产物的串联环合反应

Synthesis of Seven-membered Ring Compound from Conjugate Ynone by Cascade Reaction

陈致州1
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作者信息

  • 1. 闽江师范高等专科学校智能制造学院,福州 350018
  • 折叠

摘要

串联环合反应能快速、高效构建复杂结构化合物,从而大幅提高原子经济性,减少多化学过程产生的副产物.七元环结构多存在于药物分子或天然产物中,在合成上仍具有挑战性.共轭炔酮因其特殊的结构而具有较高的反应活性和多样的反应方式.综述了2019-2023年以来,在多种碱、膦试剂、氯化金催化剂、氧化剂的催化作用下,共轭炔酮经串联环合反应高效率构建苯并氧杂七元环、苯并氮杂七元环、七元环醇和环庚酮骨架的方法,为探索炔酮的反应性和构筑七元环结构提供重要参考.

Abstract

Cascade annulation enables the rapid and efficient construction of complex structural chemicals,thus greatly improving the atomic economy and reducing the by-procuct from multi-chemical processes.The structure of the seven-membered ring is mostly found in drug molecules or natural products,which still pose a challenge in synthesis.Con-jugated ynone has high reactivity and a variety of reaction modes due to its special structure.The methods of conjugated acetylenic ketones—ones that were adopted during the period from 2019 to 2023—for the efficient construction of ben-zoxaheptadecane,benzazepine heptadecane,heptadecanol and cycloheptadecanone skeletons via tandem cycloaddition reac-tions catalyzed by a variety of bases,phosphine reagents,gold chloride catalysts,and oxidizing agents were reviewed to pro-vide an important reference to explore the reactivity of acetylenic ketones and to construct the seven-membered ring struc-tures.

关键词

串联环合反应/共轭炔酮/七元环产物

Key words

cascade annulation/conjugated ynone/seven-membered ring compound

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基金项目

福建省中青年教师教育科研项目(JAT220666)

福州市科协重点调研课题(2023)()

出版年

2024
海南热带海洋学院学报
琼州学院

海南热带海洋学院学报

CHSSCD
影响因子:0.358
ISSN:1008-6722
参考文献量19
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