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由炔丙醇-烯酮异构化开启的偶联-异构化-偶联序列。

Coupling-isomerization-coupling sequences switched on by propargyl alcohol-enone-isomerization.

作者信息

Braun Roland U, Müller Thomas J J

机构信息

Organisch-Chemisches Institut der Ruprecht-Karls- Universität Heidelberg, Im Neuenheimer Feld 270, Heidelberg, Germany.

出版信息

Mol Divers. 2003;6(3-4):251-9. doi: 10.1023/b:modi.0000006782.32899.94.

Abstract

The coupling-isomerization-reaction (CIR) of an electron-deficient halide 1 with 1-(p-bromo phenyl) propyne-1-ol (2) leads to an in-situ activation of the carbon-bromine bond towards oxidative addition and has been elaborated to a consecutive CIR-coupling sequence where subsequent palladium catalyzed coupling reactions such as Sonogashira, CIR, Heck, or Suzuki reactions allow a rapid construction of more complex frameworks in a one-pot reaction and in moderate to good yields.

摘要

缺电子卤化物1与1-(对溴苯基)丙炔-1-醇(2)的偶联-异构化反应(CIR)导致碳-溴键原位活化以进行氧化加成,并且已发展为连续的CIR-偶联序列,其中随后的钯催化偶联反应,如Sonogashira反应、CIR反应、Heck反应或Suzuki反应,允许在一锅反应中以中等到良好的产率快速构建更复杂的骨架。

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