Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols
Publication type: Journal Article
Publication date: 2017-05-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
An efficient method for the preparation of 1,3-disubstituted and 1,2,3-trisubstituted pyrroles was developed through a sequence involving O-vinylation of allyl alcohols followed by Claisen rearrangement and further ozonolysis, concurring in a Paal–Knorr reaction with primary amines. Hg(II) and Ir(I) catalysts and different vinylating reagents were tested. The best results were consistently obtained with the [Ir(cod)Cl]2–vinyl acetate system. The featured methodology gives access to functionalized pyrroles in overall good yields, whose chemical architecture may awake interest for assorted applications.
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8
Total citations:
8
Citations from 2025:
1
(12.5%)
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Alavez Rosas D. et al. Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 5. pp. 526-531.
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Alavez Rosas D., Maldonado Domínguez M., González Antonio O., Romero Ávila M., Méndez Stivalet J., Flores Pérez B. Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols // Chemistry of Heterocyclic Compounds. 2017. Vol. 53. No. 5. pp. 526-531.
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TY - JOUR
DO - 10.1007/s10593-017-2087-8
UR - https://doi.org/10.1007/s10593-017-2087-8
TI - Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols
T2 - Chemistry of Heterocyclic Compounds
AU - Alavez Rosas, David
AU - Maldonado Domínguez, Mauricio
AU - González Antonio, Oscar
AU - Romero Ávila, Margarita
AU - Méndez Stivalet, José
AU - Flores Pérez, Blas
PY - 2017
DA - 2017/05/01
PB - Springer Nature
SP - 526-531
IS - 5
VL - 53
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2017_Alavez Rosas,
author = {David Alavez Rosas and Mauricio Maldonado Domínguez and Oscar González Antonio and Margarita Romero Ávila and José Méndez Stivalet and Blas Flores Pérez},
title = {Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols},
journal = {Chemistry of Heterocyclic Compounds},
year = {2017},
volume = {53},
publisher = {Springer Nature},
month = {may},
url = {https://doi.org/10.1007/s10593-017-2087-8},
number = {5},
pages = {526--531},
doi = {10.1007/s10593-017-2087-8}
}
Cite this
MLA
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Alavez Rosas, David, et al. “Synthesis of 1,3- and 1,2,3-functionalized pyrroles via Ir(I)-catalyzed vinylation of allyl alcohols.” Chemistry of Heterocyclic Compounds, vol. 53, no. 5, May. 2017, pp. 526-531. https://doi.org/10.1007/s10593-017-2087-8.