Altering Copper-Catalyzed A3 Couplings by Mechanochemistry: One-Pot Synthesis of 1,4-Diamino-2-butynes from Aldehydes, Amines, and Calcium Carbide.
Publication type: Journal Article
Publication date: 2018-08-13
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
29897672
General Chemistry
Catalysis
Abstract
The ability of mechanochemistry to alter established chemical selectivity is demonstrated. A copper(I)-catalyzed mechanochemical aldehyde/alkyne/amine coupling using calcium carbide as the acetylene source provides selective access to 1,4-diamino-2-butynes, which contrasts classical approaches that provide propargylamine-type products. Solventless milling conditions were found to be essential to unmask A3 coupling products with new compositions.
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95
Total citations:
95
Citations from 2025:
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(9.47%)
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GOST
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Turberg M. et al. Altering Copper-Catalyzed A3 Couplings by Mechanochemistry: One-Pot Synthesis of 1,4-Diamino-2-butynes from Aldehydes, Amines, and Calcium Carbide. // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 33. pp. 10718-10722.
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Turberg M., Ardila Fierro K. J., Bolm C., Hernandez J. Altering Copper-Catalyzed A3 Couplings by Mechanochemistry: One-Pot Synthesis of 1,4-Diamino-2-butynes from Aldehydes, Amines, and Calcium Carbide. // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 33. pp. 10718-10722.
Cite this
RIS
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TY - JOUR
DO - 10.1002/anie.201805505
UR - https://doi.org/10.1002/anie.201805505
TI - Altering Copper-Catalyzed A3 Couplings by Mechanochemistry: One-Pot Synthesis of 1,4-Diamino-2-butynes from Aldehydes, Amines, and Calcium Carbide.
T2 - Angewandte Chemie - International Edition
AU - Turberg, Mathias
AU - Ardila Fierro, Karen J
AU - Bolm, Carsten
AU - Hernandez, Jose
PY - 2018
DA - 2018/08/13
PB - Wiley
SP - 10718-10722
IS - 33
VL - 57
PMID - 29897672
SN - 1433-7851
SN - 1521-3773
ER -
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BibTex (up to 50 authors)
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@article{2018_Turberg,
author = {Mathias Turberg and Karen J Ardila Fierro and Carsten Bolm and Jose Hernandez},
title = {Altering Copper-Catalyzed A3 Couplings by Mechanochemistry: One-Pot Synthesis of 1,4-Diamino-2-butynes from Aldehydes, Amines, and Calcium Carbide.},
journal = {Angewandte Chemie - International Edition},
year = {2018},
volume = {57},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002/anie.201805505},
number = {33},
pages = {10718--10722},
doi = {10.1002/anie.201805505}
}
Cite this
MLA
Copy
Turberg, Mathias, et al. “Altering Copper-Catalyzed A3 Couplings by Mechanochemistry: One-Pot Synthesis of 1,4-Diamino-2-butynes from Aldehydes, Amines, and Calcium Carbide..” Angewandte Chemie - International Edition, vol. 57, no. 33, Aug. 2018, pp. 10718-10722. https://doi.org/10.1002/anie.201805505.