Synthesis of allylated quinolines/isoquinolines via palladium-catalyzed cyclization-allylation of azides and allyl methyl carbonate

Jiang Luo, Zhibao Huo, Jun Fu, Fangming Jin, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

A novel and efficient strategy for one-step synthesis of allylated quinolines and isoquinolines via palladium-catalyzed cyclization-allylation of azides and allyl methyl carbonate is developed for the first time. The results indicated that the regioselective synthesis of allyl- and diallyl-substituted quinolines/isoquinolines depends on different substituted groups at R1 and R4 positions, such as H or other groups. The reactions proceed smoothly in the presence of Pd(PPh3)4 and K3PO4 or NaOAc in DMF at 100°C to give the corresponding allyl- and diallyl-substituted quinolines and isoquinolines in good to high yields.

Original languageEnglish
Pages (from-to)3227-3235
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number11
DOIs
Publication statusPublished - 2015 Mar 21

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of allylated quinolines/isoquinolines via palladium-catalyzed cyclization-allylation of azides and allyl methyl carbonate'. Together they form a unique fingerprint.

Cite this