Home / Publications / Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system

Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system

Elena Yur'evna Schmidt 1
Elena Yur'evna Schmidt
Ivan A. Bidusenko 1
Ivan A. Bidusenko
Natalia Aleksandrovna Cherimichkina 1
Natalia Aleksandrovna Cherimichkina
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
Published 2017-12-22
CommunicationVolume 28, Issue 1, 47-48
4
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Schmidt E. Y. et al. Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system // Mendeleev Communications. 2017. Vol. 28. No. 1. pp. 47-48.
GOST all authors (up to 50) Copy
Schmidt E. Y., Bidusenko I. A., Cherimichkina N. A., Trofimov B. A. Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system // Mendeleev Communications. 2017. Vol. 28. No. 1. pp. 47-48.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2018.01.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.01.015
TI - Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system
T2 - Mendeleev Communications
AU - Schmidt, Elena Yur'evna
AU - Bidusenko, Ivan A.
AU - Cherimichkina, Natalia Aleksandrovna
AU - Trofimov, Boris Aleksandrovich
PY - 2017
DA - 2017/12/22
PB - Mendeleev Communications
SP - 47-48
IS - 1
VL - 28
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Schmidt,
author = {Elena Yur'evna Schmidt and Ivan A. Bidusenko and Natalia Aleksandrovna Cherimichkina and Boris Aleksandrovich Trofimov},
title = {Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system},
journal = {Mendeleev Communications},
year = {2017},
volume = {28},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.01.015},
number = {1},
pages = {47--48},
doi = {10.1016/j.mencom.2018.01.015}
}
MLA
Cite this
MLA Copy
Schmidt, Elena Yur'evna, et al. “Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system.” Mendeleev Communications, vol. 28, no. 1, Dec. 2017, pp. 47-48. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.01.015.

Abstract

Acetylene reacts with chalcones in the NaOBut / DMSO superbase system (3–12 atm, 70°C, 15 min) to give, along with substituted furans, functionalized 3-exo-aryl-7-methylidene- 6,8-dioxabicyclo[3.2.1]octanes, novel frontalin congeners, which are diastereoselectively assembled from two molecules of chalcones and one molecule of acetylene.

References

2.
Catalytic reactions of acetylene: a feedstock for the chemical industry revisited.
4.
Transition metal-catalyzed ketone-directed or mediated C–H functionalization
Huang Z., Lim H.N., Mo F., Young M.C., Dong G.
Chemical Society Reviews, 2015
6.
Fershtat L.L., Ashirbaev S.S., Kulikov A.S., Kachala V.V., Makhova N.N.
Mendeleev Communications, 2015
8.
Shabalin D.A., Dvorko M.Y., Schmidt E.Y., Protsuk N.I., Ushakov I.A., Mikhaleva A.I., Trofimov B.A.
Mendeleev Communications, 2015
9.
Ananikov V.P., Galkin K.I., Egorov M.P., Sakharov A.M., Zlotin S.G., Redina E.A., Isaeva V.I., Kustov L.M., Gening M.L., Nifantiev N.E.
Mendeleev Communications, 2016
10.
Trofimov B.A., Belyaeva K.V., Andriyankova L.V., Nikitina L.P., Mal’kina A.G.
Mendeleev Communications, 2017
11.
Gold as a catalyst. Part I. Nucleophilic addition to the triple bond
Alyabyev S.B., Beletskaya I.P.
Russian Chemical Reviews, 2017
12.
One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene
Trofimov B.A., Schmidt E.Y., Ushakov I.A., Mikhaleva A.I., Zorina N.V., Protsuk N.I., Senotrusova E.Y., Skital'tseva E.V., Kazheva O.N., Alexandrov G.G., Dyachenko O.A.
European Journal of Organic Chemistry, 2009
14.
Gold-Catalyzed One-Pot Cascade Construction of Highly Functionalized Pyrrolo[1,2-a]quinolin-1(2H)-ones
Zhou Y., Feng E., Liu G., Ye D., Li J., Jiang H., Liu H.
Journal of Organic Chemistry, 2009
15.
Furans Conjugated with Bulky Aromatic Systems: One‐Pot Synthesis from Ketones and Acetylene
Schmidt E.Y., Bidusenko I.A., Cherimichkina N.A., Ushakov I.A., Borodina T.N., Smirnov V.I., Trofimov B.A.
Chemistry - A European Journal, 2015
16.
10.1016/j.mencom.2018.01.015_bib0025
Tarasova
Zh. Org. Khim., 1991
17.
Mellifluous matures to malodorous in musth
Rasmussen L.E., Riddle H.S., Krishnamurthy V.
Nature, 2002
19.
Unexpected diastereoselective one-pot assembly of hexahydroazulenones from 2-alkylcyclohexanones and arylacetylenes in KOH/DMSO suspension
Trofimov B.A., Schmidt E.Y., Skitaltseva E.V., Zorina N.V., Protsuk N.I., Ushakov I.A., Mikhaleva A.I., Dyachenko O.A., Kazheva O.N., Aleksandrov G.G.
Tetrahedron Letters, 2011
20.
Base-Catalyzed Domino Cyclization of Acetylenes with Ketones to Functionalized Cyclopentenes
Schmidt E.Y., Trofimov B.A., Bidusenko I.A., Cherimichkina N.A., Ushakov I.A., Protzuk N.I., Gatilov Y.V.
Organic Letters, 2014
25.
Formation of 2-methyl-3,5-diphenylfuran from chalcone and acetylene in the system KOH–DMSO
Bidusenko I.A., Cherimichkina N.A., Schmidt E.Y., Trofimov B.A.
Russian Journal of Organic Chemistry, 2017
26.
Superbase-Promoted Selective Cascade Cyclization Reaction of 1,5-Diketones with Acetylenes to Methylene-6,8-dioxabicyclo[3.2.1]octanes
Schmidt E.Y., Bidusenko I.A., Protsuk N.I., Ushakov I.A., Trofimov B.A.
European Journal of Organic Chemistry, 2013