Palladium-Catalyzed Cross-Coupling of Internal Alkenes with Terminal Alkenes to Functionalized 1,3-Butadienes Using C-H Bond Activation: Efficient Synthesis of Bicyclic Pyridones

Haifeng Yu, Weiwei Jin, Chenglin Sun, Jiping Chen, Wangmin Du, Songbo He, Zhengkun Yu*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

169 Citations (Scopus)

Abstract

A highly regioselective direct cross‐coupling of internal alkenes of α‐oxoketene dithioacetals with terminal alkenes has been successfully realized by palladium‐catalyzed CH bond activation, affording functionalized 1,3‐butadienes. Condensation of the resultant 1,3‐butadienes by diamines efficiently produced potentially bioactive bicyclic pyridone derivatives (see scheme).
Original languageEnglish
Pages (from-to)5792-5797
Number of pages6
JournalAngewandte Chemie - International Edition
Volume49
Issue number33
DOIs
Publication statusPublished - 2010
Externally publishedYes

Keywords

  • alkenes
  • alkenylation
  • C-H activation
  • heterocycles
  • palladium
  • PD(II)-CATALYZED OLEFINATION
  • DIRECT ALKENYLATION
  • DIRECT ARYLATION
  • DERIVATIVES
  • CYCLIZATION
  • REACTIVITY
  • COMPLEXES
  • ACRYLATES
  • LIBRARY
  • INDOLES

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