Wiley
European Journal of Organic Chemistry
,  volume 2016 ,  issue 4 ,  pages 739-747

Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates

Publication type: Journal Article
Publication date: 2015-12-21
Wiley
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
The synthesis of enediynes fused to an isocoumarin core was achieved through the electrophilic cyclization of o-(buta-1,3-diynyl)benzoates as a key step, followed by the Sonogashira coupling of the resulting 3-ethynyl-4-iodoisocoumarins with acetylenes. This approach allowed different substituents to be introduced to both ethynyl moieties with complete regiocontrol. The ability of the isocoumarin-fused enediynes to undergo Bergman cyclization was studied by differential scanning calorimetry.
Found 
Found 
5 citations
Danilkina Natalia
44 publications,  625 citations
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Saint Petersburg State University
Saint Petersburg State University
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A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences
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DSc in Chemistry, professor, associate member of the Russian Academy of Sciences 
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Zagidullin Almaz
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Chemistry of organic and organoelement compounds; chemistry of polymers; production of materials
Coordination chemistry of phosphorus
Organoelement chemistry
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Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences
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Danilkina N. A. et al. Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates // European Journal of Organic Chemistry. 2015. Vol. 2016. No. 4. pp. 739-747.
GOST all authors (up to 50) Copy
Danilkina N. A., Gurskaya L. Y., Vasilyev A. V., Balova I. A. Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates // European Journal of Organic Chemistry. 2015. Vol. 2016. No. 4. pp. 739-747.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/ejoc.201501262
UR - https://doi.org/10.1002/ejoc.201501262
TI - Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates
T2 - European Journal of Organic Chemistry
AU - Danilkina, Natalia A
AU - Gurskaya, Larisa Y
AU - Vasilyev, Aleksander V
AU - Balova, Irina A.
PY - 2015
DA - 2015/12/21
PB - Wiley
SP - 739-747
IS - 4
VL - 2016
SN - 1434-193X
SN - 1099-0690
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2015_Danilkina,
author = {Natalia A Danilkina and Larisa Y Gurskaya and Aleksander V Vasilyev and Irina A. Balova},
title = {Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates},
journal = {European Journal of Organic Chemistry},
year = {2015},
volume = {2016},
publisher = {Wiley},
month = {dec},
url = {https://doi.org/10.1002/ejoc.201501262},
number = {4},
pages = {739--747},
doi = {10.1002/ejoc.201501262}
}
MLA
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MLA Copy
Danilkina, Natalia A., et al. “Towards Isocoumarin-Fused Enediyne Systems through the Electrophilic Cyclization of Methyl o-(Buta-1,3-diynyl)benzoates.” European Journal of Organic Chemistry, vol. 2016, no. 4, Dec. 2015, pp. 739-747. https://doi.org/10.1002/ejoc.201501262.