A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes
Тип публикации: Journal Article
Дата публикации: 2006-10-01
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
17064059
Organic Chemistry
Краткое описание
[3 + 2]-Cycloadditions of alkyl azides with various unsymmetrical internal alkynes in the presence of CpRuCl(PPh3)2 as catalyst in refluxing benzene have been examined, leading to 1,4,5-trisubstituted-1,2,3-triazoles. Whereas alkyl phenyl and dialkyl acetylenes undergo cycloadditions to afford mixtures of regioisomeric 1,2,3-triazoles, acyl-substituted internal alkynes react with complete regioselectivity. In addition, propargyl alcohols and propargyl amines were found to react with azides to afford single regioisomeric products.
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Majireck M. M., Weinreb S. M. A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes // Journal of Organic Chemistry. 2006. Vol. 71. No. 22. pp. 8680-8683.
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Majireck M. M., Weinreb S. M. A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes // Journal of Organic Chemistry. 2006. Vol. 71. No. 22. pp. 8680-8683.
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TY - JOUR
DO - 10.1021/jo061688m
UR - https://doi.org/10.1021/jo061688m
TI - A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes
T2 - Journal of Organic Chemistry
AU - Majireck, Max M
AU - Weinreb, S. M.
PY - 2006
DA - 2006/10/01
PB - American Chemical Society (ACS)
SP - 8680-8683
IS - 22
VL - 71
PMID - 17064059
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2006_Majireck,
author = {Max M Majireck and S. M. Weinreb},
title = {A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes},
journal = {Journal of Organic Chemistry},
year = {2006},
volume = {71},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/jo061688m},
number = {22},
pages = {8680--8683},
doi = {10.1021/jo061688m}
}
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MLA
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Majireck, Max M., and S. M. Weinreb. “A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes.” Journal of Organic Chemistry, vol. 71, no. 22, Oct. 2006, pp. 8680-8683. https://doi.org/10.1021/jo061688m.