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2024 , Vol. 44 >Issue 4: 1319 - 1326

DOI: https://doi.org/10.6023/cjoc202310013

研究论文

钯催化的碳(sp3)-硅键转化实现碳(sp3)-碳(sp2)偶联制备三氟丙基(杂)芳烃

  • 刘君君 ,
  • 卢涛涛 ,
  • 马平 ,
  • 赵庆阳 ,
  • 邝福儿
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  • a 中山大学?深圳药学院(深圳) 广东深圳 518107
    b 香港中文大学化学系 香港

收稿日期: 2023-10-16

  修回日期: 2023-11-13

  网络出版日期: 2023-11-23

基金资助

深圳市基础研究(JCYJ20190807155201669)

收起

Palladium-Catalyzed C(sp3)—Si Bonds Transformation for Construct-ing Trifluoropropyl (Hetero)arenes through C(sp3)—C(sp2) Cross-Coupling Reactions

  • Junjun Liu ,
  • Taotao Lu ,
  • Ping Ma ,
  • Qingyang Zhao ,
  • Fuk Yee Kwong
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  • a School of Pharmaceutical Sciences (Shenzhen), Shenzhen Campus of Sun Yat-sen University, Shenzhen, Guangdong 518107
    b Department of Chemistry, The Chinese University of Hong Kong, Hong Kong
* E-mail: ;

Received date: 2023-10-16

  Revised date: 2023-11-13

  Online published: 2023-11-23

Supported by

Shenzhen Fundamental Research Program(JCYJ20190807155201669)

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摘要

使用商业可得的三烷氧基三氟丙基硅试剂, 通过钯催化的碳(sp3)-硅键转化实现了C(sp3)—C(sp2)偶联反应. 该偶联反应方法具有良好的官能团兼容性, 可以有效制备一系列含多种官能团的三氟丙基(杂)芳烃. 氟离子添加剂和双膦配体的脂肪链的调节对于提高反应效率有重要的作用.

关键词： 钯催化; 桧山偶联反应; 氟烷基化; 有机硅试剂

本文引用格式

刘君君 , 卢涛涛 , 马平 , 赵庆阳 , 邝福儿 . 钯催化的碳(sp3)-硅键转化实现碳(sp3)-碳(sp2)偶联制备三氟丙基(杂)芳烃[J]. 有机化学, 2024 , 44(4) : 1319 -1326 . DOI: 10.6023/cjoc202310013

Abstract

Palladium-catalyzed C(sp3)—Si bonds transformation of commercially available polyalkoxy trifluorosilane reagents has been developed through C(sp3)—C(sp2) cross-coupling reactions. This Hiyama cross-coupling reaction shows good functional group tolerance and provides a series of trifluoropropyl (hetero)arenes. The fluoride source and alkyl tether of bisphosphine ligand play important roles in improving yields.

Key words： palladium catalysis; Hiyama cross-coupling reaction; fluoroalkylation; organosilicon

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