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 Научная публикация

Журнал

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

Вых. Данные

Год: 2022, Том: 1247, Номер статьи : 131373, Страниц : DOI: 10.1016/j.molstruc.2021.131373

Ключевые слова

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

Авторы

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

Организации

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

Web of science	WOS:000704359900017
Scopus	2-s2.0-85114128429
РИНЦ	47051095
OpenAlex	W3196402499