KOBut/DMSO-Mediated α-C–H Vinylation of N-Benzyl Ketimines with Acetylene Gas: Stereoselective Synthesis of (E,Z)-2-Azadienes
Publication type: Journal Article
Publication date: 2020-03-25
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
32208621
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Several imines, readily derived from aryl methyl ketones and benzylamines, react with acetylene gas in KOBut/DMSO system to afford 2-azadienes stereoselectively. This new C-C bond constructing reaction involves, instead of the expected ethynylation of the C═N bond, the addition of azaallyl anions to the triple bond of acetylene.
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Total citations:
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Citations from 2024:
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(30%)
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GOST
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Bidusenko I. A. et al. KOBut/DMSO-Mediated α-C–H Vinylation of N-Benzyl Ketimines with Acetylene Gas: Stereoselective Synthesis of (E,Z)-2-Azadienes // Organic Letters. 2020. Vol. 22. No. 7. pp. 2611-2614.
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Bidusenko I. A., Schmidt E. Yu., Protsuk N. I., Ushakov I., Vashchenko A. V., Afonin A., Trofimov B. A. KOBut/DMSO-Mediated α-C–H Vinylation of N-Benzyl Ketimines with Acetylene Gas: Stereoselective Synthesis of (E,Z)-2-Azadienes // Organic Letters. 2020. Vol. 22. No. 7. pp. 2611-2614.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.0c00564
UR - https://doi.org/10.1021/acs.orglett.0c00564
TI - KOBut/DMSO-Mediated α-C–H Vinylation of N-Benzyl Ketimines with Acetylene Gas: Stereoselective Synthesis of (E,Z)-2-Azadienes
T2 - Organic Letters
AU - Bidusenko, Ivan A
AU - Schmidt, Elena Yu
AU - Protsuk, Nadezhda I
AU - Ushakov, Igor
AU - Vashchenko, Alexander V.
AU - Afonin, A.V.
AU - Trofimov, B. A.
PY - 2020
DA - 2020/03/25
PB - American Chemical Society (ACS)
SP - 2611-2614
IS - 7
VL - 22
PMID - 32208621
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2020_Bidusenko,
author = {Ivan A Bidusenko and Elena Yu Schmidt and Nadezhda I Protsuk and Igor Ushakov and Alexander V. Vashchenko and A.V. Afonin and B. A. Trofimov},
title = {KOBut/DMSO-Mediated α-C–H Vinylation of N-Benzyl Ketimines with Acetylene Gas: Stereoselective Synthesis of (E,Z)-2-Azadienes},
journal = {Organic Letters},
year = {2020},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.orglett.0c00564},
number = {7},
pages = {2611--2614},
doi = {10.1021/acs.orglett.0c00564}
}
Cite this
MLA
Copy
Bidusenko, Ivan A., et al. “KOBut/DMSO-Mediated α-C–H Vinylation of N-Benzyl Ketimines with Acetylene Gas: Stereoselective Synthesis of (E,Z)-2-Azadienes.” Organic Letters, vol. 22, no. 7, Mar. 2020, pp. 2611-2614. https://doi.org/10.1021/acs.orglett.0c00564.