Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (7): 2077-2091.DOI: 10.6023/cjoc202401032 Previous Articles     Next Articles

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钯催化1,6-烯炔的环化反应研究

刘雯娟a, 陈品红a,b,*()   

  1. a 上海理工大学材料与化学学院 上海 200093
    b 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 沪港化学合成联合实验室 分子合成科学卓越创新中心 中国科学院大学 上海 200032
  • 收稿日期:2024-01-26 修回日期:2024-03-05 发布日期:2024-04-10
  • 基金资助:
    国家重点研发计划(2021YFA1500100); 国家自然科学基金(22171279); 国家自然科学基金(22331012); 中国科学院青年创新促进会(Y2022074)

Palladium-Catalyzed Cyclization of 1,6-Enynes

Wenjuan Liua, Pinhong Chena,b()   

  1. a School of Materials and Chemistry, University of Shanghai for Science and Technology, Shanghai 200093
    b State Key Laboratory of Organometallic Chemistry and Shanghai Hong Kong Joint Laboratory in Chemical Synthesis, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032
  • Received:2024-01-26 Revised:2024-03-05 Published:2024-04-10
  • Contact: E-mail: pinhongchen@mail.sioc.ac.cn
  • Supported by:
    National Key R&D Program of China(2021YFA1500100); National Natural Science Foundation of China(22171279); National Natural Science Foundation of China(22331012); Youth Innovation Promotion Association of Chinese Academy of Sciences(Y2022074)

Functionalized carbo- and hetero-cyclic compounds are widely found in natural products and other bioactive molecules, which are also important scaffolds with significant synthetic value. The cyclization of 1,n-enynes is one of the most atom-economic and efficient approaches. In particular, the palladium-catalyzed cyclization of 1,6-enynes has been extensively studied and has achieved significant advancements. This review focuses on the cyclization of 1,6-enynes initiated by nucleopalladation of alkynes, including hydropalladation, carbopalladation, halopalladation and oxypalladation. It was classified by the nucleopalladation and the recent developments in palladium-catalyzed 1,6-enyne cyclization over the past two decades are systematically summarized. Special emphasis is placed on the asymmetric reactions, and reaction mechanisms, along with further prospects of this field.

Key words: palladium catalysis, 1,6-enynes, cyclization reaction, nucleopalladation, carbocyclic compounds, heterocyclic compounds