Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates
Тип публикации: Journal Article
Дата публикации: 2004-12-08
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 5.491
CiteScore: 22
Impact factor: 16.6
ISSN: 00027863, 15205126
PubMed ID:
15631470
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
Huisgen's 1,3-dipolar cycloadditions become nonconcerted when copper(I) acetylides react with azides and nitrile oxides, providing ready access to 1,4-disubstituted 1,2,3-triazoles and 3,4-disubstituted isoxazoles, respectively. The process is highly reliable and exhibits an unusually wide scope with respect to both components. Computational studies revealed a stepwise mechanism involving unprecedented metallacycle intermediates, which appear to be common for a variety of dipoles.
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Himo F. et al. Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates // Journal of the American Chemical Society. 2004. Vol. 127. No. 1. pp. 210-216.
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Himo F., Lovell T., Hilgraf R., Rostovtsev V. V., Noodleman L., Sharpless K. B., Fokin V. V. Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates // Journal of the American Chemical Society. 2004. Vol. 127. No. 1. pp. 210-216.
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TY - JOUR
DO - 10.1021/ja0471525
UR - https://doi.org/10.1021/ja0471525
TI - Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates
T2 - Journal of the American Chemical Society
AU - Himo, Fahmi
AU - Lovell, Timothy
AU - Hilgraf, Robert
AU - Rostovtsev, Vsevolod V
AU - Noodleman, Louis
AU - Sharpless, K. Barry
AU - Fokin, Valery V
PY - 2004
DA - 2004/12/08
PB - American Chemical Society (ACS)
SP - 210-216
IS - 1
VL - 127
PMID - 15631470
SN - 0002-7863
SN - 1520-5126
ER -
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@article{2004_Himo,
author = {Fahmi Himo and Timothy Lovell and Robert Hilgraf and Vsevolod V Rostovtsev and Louis Noodleman and K. Barry Sharpless and Valery V Fokin},
title = {Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates},
journal = {Journal of the American Chemical Society},
year = {2004},
volume = {127},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/ja0471525},
number = {1},
pages = {210--216},
doi = {10.1021/ja0471525}
}
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MLA
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Himo, Fahmi, et al. “Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates.” Journal of the American Chemical Society, vol. 127, no. 1, Dec. 2004, pp. 210-216. https://doi.org/10.1021/ja0471525.
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