Palladium-catalyzed difunctionalization of internal alkynes via highly regioselective 6- endo cyclization and alkenylation of enynoates: Synthesis of multisubstituted pyrones

Pan Pan Tian, Sai Hu Cai, Qiu Ju Liang, Xing Yi Zhou, Yun He Xu*, Teck Peng Loh

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)

Abstract

An efficient Pd(II)-catalyzed difunctionalization reaction of internal alkynes is reported. In this reaction, various enynoates and electron-deficient alkenes were used for the syntheses of useful highly substituted pyrone derivatives via a 6-endo cyclization and subsequent alkenylation pathway. The corresponding products could be obtained in moderate to good yields under very mild reaction conditions. The high regioselectivity and wide compatibility with different functional groups found in the desired products demonstrate this method to be a general and useful tool for the synthesis of highly substituted pyrone derivatives.

Original languageEnglish
Pages (from-to)1636-1639
Number of pages4
JournalOrganic Letters
Volume17
Issue number7
DOIs
Publication statusPublished - Apr 3 2015
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2015 American Chemical Society.

ASJC Scopus Subject Areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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