Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines
Publication type: Journal Article
Publication date: 2023-12-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
The addition of diethylzinc to alk-2-yn-1-amines catalyzed by Cp2ZrCl2/EtMgBr resulted in regio- and stereoselective formation of (Z)-allk-2-en-1-amines in high yields. The presence of a morpholine or piperidine fragment in the initial propargylamine did not prevent the regio- and stereoselective addition. Carbocyclization of α,ω-bis(aminomethyl)alkadiynes was performed for the first time via Cp2ZrCl2/EtMgBr-catalyzed carbozincation with diethyl zinc. A probable mechanism of this reaction was proposed.
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Gabdullin A. M., Kadikova R. N., Ramazanov I. R. Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines // Russian Journal of Organic Chemistry. 2023. Vol. 59. No. 12. pp. 2132-2137.
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Gabdullin A. M., Kadikova R. N., Ramazanov I. R. Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines // Russian Journal of Organic Chemistry. 2023. Vol. 59. No. 12. pp. 2132-2137.
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TY - JOUR
DO - 10.1134/s1070428023120102
UR - https://link.springer.com/10.1134/S1070428023120102
TI - Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines
T2 - Russian Journal of Organic Chemistry
AU - Gabdullin, A. M.
AU - Kadikova, Rita N.
AU - Ramazanov, Ilfir R
PY - 2023
DA - 2023/12/01
PB - Pleiades Publishing
SP - 2132-2137
IS - 12
VL - 59
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2023_Gabdullin,
author = {A. M. Gabdullin and Rita N. Kadikova and Ilfir R Ramazanov},
title = {Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines},
journal = {Russian Journal of Organic Chemistry},
year = {2023},
volume = {59},
publisher = {Pleiades Publishing},
month = {dec},
url = {https://link.springer.com/10.1134/S1070428023120102},
number = {12},
pages = {2132--2137},
doi = {10.1134/s1070428023120102}
}
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MLA
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Gabdullin, A. M., et al. “Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines.” Russian Journal of Organic Chemistry, vol. 59, no. 12, Dec. 2023, pp. 2132-2137. https://link.springer.com/10.1134/S1070428023120102.