Catalytic activity of palladium acyclic diaminocarbene complexes in the synthesis of 1,3-diarylpropynones via Sonogashira reaction: cross- versus homo-coupling
Publication type: Journal Article
Publication date: 2013-05-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Sonogashira cross-coupling of aryl acetylenes and aroyl chlorides catalyzed by palladium(II) acyclic diaminocarbene complexes was investigated. Reactions were carried out with 0.04 mol % of the catalysts, all of which demonstrated high stability and activity in air. The influence of the reaction conditions (temperature, time, amount of catalyst, solvent) and the structures of the starting compounds on the ratios of cross- (1,3-diarylpropynones) and homo-coupling (1,4-diarylbutadiynes) products was elucidated. The yields of 1,3-diarylpropynones reached 95–98%.
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Ryabukhin D. S. et al. Catalytic activity of palladium acyclic diaminocarbene complexes in the synthesis of 1,3-diarylpropynones via Sonogashira reaction: cross- versus homo-coupling // Tetrahedron Letters. 2013. Vol. 54. No. 19. pp. 2369-2372.
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Ryabukhin D. S., Sorokoumov V. N., Savicheva E. A., Boyarskiy V. P., Balova I. A., Vasilyev A. V. Catalytic activity of palladium acyclic diaminocarbene complexes in the synthesis of 1,3-diarylpropynones via Sonogashira reaction: cross- versus homo-coupling // Tetrahedron Letters. 2013. Vol. 54. No. 19. pp. 2369-2372.
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TY - JOUR
DO - 10.1016/j.tetlet.2013.02.086
UR - https://doi.org/10.1016/j.tetlet.2013.02.086
TI - Catalytic activity of palladium acyclic diaminocarbene complexes in the synthesis of 1,3-diarylpropynones via Sonogashira reaction: cross- versus homo-coupling
T2 - Tetrahedron Letters
AU - Ryabukhin, Dmitry S.
AU - Sorokoumov, V. N.
AU - Savicheva, Elizaveta A
AU - Boyarskiy, Vadim P
AU - Balova, Irina A.
AU - Vasilyev, Aleksander V
PY - 2013
DA - 2013/05/01
PB - Elsevier
SP - 2369-2372
IS - 19
VL - 54
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2013_Ryabukhin,
author = {Dmitry S. Ryabukhin and V. N. Sorokoumov and Elizaveta A Savicheva and Vadim P Boyarskiy and Irina A. Balova and Aleksander V Vasilyev},
title = {Catalytic activity of palladium acyclic diaminocarbene complexes in the synthesis of 1,3-diarylpropynones via Sonogashira reaction: cross- versus homo-coupling},
journal = {Tetrahedron Letters},
year = {2013},
volume = {54},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/j.tetlet.2013.02.086},
number = {19},
pages = {2369--2372},
doi = {10.1016/j.tetlet.2013.02.086}
}
Cite this
MLA
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Ryabukhin, Dmitry S., et al. “Catalytic activity of palladium acyclic diaminocarbene complexes in the synthesis of 1,3-diarylpropynones via Sonogashira reaction: cross- versus homo-coupling.” Tetrahedron Letters, vol. 54, no. 19, May. 2013, pp. 2369-2372. https://doi.org/10.1016/j.tetlet.2013.02.086.