TY - JOUR
T1 - Cross-copling reaction to access a library of eudesmane-type methylene lactones with quinoline or isoquinoline substituent
AU - Stepanova, Victoria A.
AU - Patrushev, Sergey S.
AU - Rybalova, Tatyana V.
AU - Shults, Elvira E.
N1 - Funding Information:
This work was supported in part by the Russian Science Foundation (Grant N 18-13-00361). Authors would like to acknowledge the Multi-Access Chemical Research Center SB RAS for spectral and analytical measurements.
Publisher Copyright:
© 2021 Elsevier B.V.
PY - 2022/1/5
Y1 - 2022/1/5
N2 - 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.
AB - 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.
KW - Cross-coupling reaction
KW - Eudesmane-type methylene lactones
KW - Isoalantolactone
KW - Isoquinoline
KW - Quinoline
KW - X-ray structure
UR - http://www.scopus.com/inward/record.url?scp=85114128429&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2021.131373
DO - 10.1016/j.molstruc.2021.131373
M3 - Article
AN - SCOPUS:85114128429
VL - 1247
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
SN - 0022-2860
M1 - 131373
ER -