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

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

Journal

Journal of Molecular Structure
ISSN: 0022-2860 , E-ISSN: 1872-8014

Output data

Year: 2022, Volume: 1247, Article number : 131373, Pages count : DOI: 10.1016/j.molstruc.2021.131373

Tags

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

Authors

Stepanova V.A. ¹ , Patrushev S.S. ^1,2 , Rybalova T.V. ¹ , Shults E.E. ¹

Affiliations

1	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentyev Ave, 9Novosibirsk 630090, Russian Federation
2	Novosibirsk State University, Pirogova St. 2Novosibirsk 630090, Russian Federation

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. © 2021 Elsevier B.V.

Stepanova V.A. , Patrushev S.S. , Rybalova T.V. , Shults E.E.
Cross-copling reaction to access a library of eudesmane-type methylene lactones with quinoline or isoquinoline substituent
Journal of Molecular Structure. 2022. V.1247. 131373 . DOI: 10.1016/j.molstruc.2021.131373 WOS Scopus РИНЦ

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