Cu(ii)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles
Publication type: Journal Article
Publication date: 2013-06-25
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
23877346
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The Cu(II)-catalyzed addition of two molecules of a 3-aryl-2H-azirine to diazotetramic or diazotetronic acids proceeds as a domino reaction with the formation of 1,2,3-triazole derivatives with ortho-fused (pyrrolo[3,4-b]pyrrol or furo[3,4-b]pyrrol) and spiro-cyclic (1-oxa-4,7-diazaspiro[4.4]nonane or 1,7-dioxa-4-azaspiro[4.4]nonane) substituents at the N2 position. The disclosed reaction is a new type of formation of a 1,2,3-triazole ring from (N-N) and (C-C-N) building blocks.
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Rostovskii N. V. et al. Cu(ii)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles // Organic and Biomolecular Chemistry. 2013. Vol. 11. No. 33. pp. 5535-5545.
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Rostovskii N. V., Novikov M. S., Khlebnikov A. F., Korneev S. M., Yufit D. S. Cu(ii)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles // Organic and Biomolecular Chemistry. 2013. Vol. 11. No. 33. pp. 5535-5545.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/c3ob40708j
UR - https://doi.org/10.1039/c3ob40708j
TI - Cu(ii)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles
T2 - Organic and Biomolecular Chemistry
AU - Rostovskii, Nikolai V
AU - Novikov, Mikhail S.
AU - Khlebnikov, Alexander F
AU - Korneev, Sergei M
AU - Yufit, Dmitry S.
PY - 2013
DA - 2013/06/25
PB - Royal Society of Chemistry (RSC)
SP - 5535-5545
IS - 33
VL - 11
PMID - 23877346
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2013_Rostovskii,
author = {Nikolai V Rostovskii and Mikhail S. Novikov and Alexander F Khlebnikov and Sergei M Korneev and Dmitry S. Yufit},
title = {Cu(ii)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles},
journal = {Organic and Biomolecular Chemistry},
year = {2013},
volume = {11},
publisher = {Royal Society of Chemistry (RSC)},
month = {jun},
url = {https://doi.org/10.1039/c3ob40708j},
number = {33},
pages = {5535--5545},
doi = {10.1039/c3ob40708j}
}
Cite this
MLA
Copy
Rostovskii, Nikolai V., et al. “Cu(ii)-catalyzed domino reaction of 2H-azirines with diazotetramic and diazotetronic acids. Synthesis of 2-substituted 2H-1,2,3-triazoles.” Organic and Biomolecular Chemistry, vol. 11, no. 33, Jun. 2013, pp. 5535-5545. https://doi.org/10.1039/c3ob40708j.