1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles
Publication type: Journal Article
Publication date: 2019-01-11
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
30632741
Organic Chemistry
Abstract
Cu-catalyzed 1,3-dipolar cycloaddition of iododiacetylenes with organic azides using iodotris(triphenylphosphine)copper(I) as a catalyst was found to be an efficient one-step synthetic route to 5-iodo-4-ethynyltriazoles. The reaction is tolerant to various functional groups in both butadiyne and azide moieties. The synthetic application of 5-iodo-4-ethynyl triazoles obtained was also evaluated: the Sonogashira coupling with alkynes resulted in unsymmetrically substituted triazole-fused enediyne systems, while the Suzuki reaction yielded the corresponding 5-aryl-4-ethynyl triazoles.
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34
Total citations:
34
Citations from 2024:
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(41%)
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GOST
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Govdi A. I. et al. 1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles // Journal of Organic Chemistry. 2019. Vol. 84. No. 4. pp. 1925-1940.
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Govdi A. I., Danilkina N. A., Ponomarev A. V., Balova I. A. 1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles // Journal of Organic Chemistry. 2019. Vol. 84. No. 4. pp. 1925-1940.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.8b02916
UR - https://doi.org/10.1021/acs.joc.8b02916
TI - 1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles
T2 - Journal of Organic Chemistry
AU - Govdi, Anastasia I
AU - Danilkina, Natalia A
AU - Ponomarev, Alexander V
AU - Balova, Irina A.
PY - 2019
DA - 2019/01/11
PB - American Chemical Society (ACS)
SP - 1925-1940
IS - 4
VL - 84
PMID - 30632741
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2019_Govdi,
author = {Anastasia I Govdi and Natalia A Danilkina and Alexander V Ponomarev and Irina A. Balova},
title = {1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.joc.8b02916},
number = {4},
pages = {1925--1940},
doi = {10.1021/acs.joc.8b02916}
}
Cite this
MLA
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Govdi, Anastasia I., et al. “1-Iodobuta-1,3-diynes in Copper-Catalyzed Azide–Alkyne Cycloaddition: A One-Step Route to 4-Ethynyl-5-iodo-1,2,3-triazoles.” Journal of Organic Chemistry, vol. 84, no. 4, Jan. 2019, pp. 1925-1940. https://doi.org/10.1021/acs.joc.8b02916.