Cross-copling reaction to access a library of eudesmane-type methylene lactones with quinoline or isoquinoline substituent

Victoria A. Stepanova, Sergey S. Patrushev, Tatyana V. Rybalova, Elvira E. Shults

Research output: Contribution to journalArticlepeer-review

Abstract

An efficient and simple protocol for the Heck reaction of accessible natural eudesmane-type methylene lactone isoalantolactone or its derivatives - 4,15-epoxyisoalantolactone, and 3-hydroxyisoalantolactone, with halosubstituted quinolines and isoquinolines using Pd(OAc)2 as the catalyst is presented. The reactions proceed well in dimethylformamide and TBAB in the absence of phosphine ligands. The structures of isoalantolactone-quinoline and isoalantolactone-isoquinoline hybrids were analyzed by mass spectrum, elemental analysis and NMR spectral studies. The crystal structure of new compounds was determined from single crystal X-ray diffraction data.

Original languageEnglish
Article number131373
JournalJournal of Molecular Structure
Volume1247
DOIs
Publication statusPublished - 5 Jan 2022

Keywords

  • Cross-coupling reaction
  • Eudesmane-type methylene lactones
  • Isoalantolactone
  • Isoquinoline
  • Quinoline
  • X-ray structure

OECD FOS+WOS

  • 1.04 CHEMICAL SCIENCES

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