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

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Cross-copling reaction to access a library of eudesmane-type methylene lactones with quinoline or isoquinoline substituent. / Stepanova, Victoria A.; Patrushev, Sergey S.; Rybalova, Tatyana V. et al.

In: Journal of Molecular Structure, Vol. 1247, 131373, 05.01.2022.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{8682824d7fab437ab05acd5af15fabb1,

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

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.",

keywords = "Cross-coupling reaction, Eudesmane-type methylene lactones, Isoalantolactone, Isoquinoline, Quinoline, X-ray structure",

author = "Stepanova, {Victoria A.} and Patrushev, {Sergey S.} and Rybalova, {Tatyana V.} and Shults, {Elvira E.}",

note = "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: {\textcopyright} 2021 Elsevier B.V.",

year = "2022",

month = jan,

day = "5",

doi = "10.1016/j.molstruc.2021.131373",

language = "English",

volume = "1247",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier",

}

RIS

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 -

ID: 34125825