Acid-Catalyzed Reaction of (4,4-Diethoxybutyl)ureas with Phenols as a Novel Approach to the Synthesis of α-Arylpyrrolidines
Almir S. Gazizov
1
,
Michail A. Pudovik
1
Publication type: Journal Article
Publication date: 2015-03-19
scimago Q3
wos Q3
SJR: 0.322
CiteScore: 4.3
Impact factor: 1.8
ISSN: 00397911, 15322432
Organic Chemistry
Abstract
Abstract 1-(4,4-Diethoxybutyl)-3-alkylureas undergo intramolecular cyclization in the presence of trifluoroacetic acid and various phenols, leading to the new N-alkyl-2-arylpyrrolidine-1-carboxamides with moderate to excellent yields. It was found that these compounds undergo spontaneous solid-phase epimerization at room temperature. Advantages of the proposed approach are mild reaction conditions and no need for expensive reagents or catalysts. GRAPHICAL ABSTRACT
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GOST
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Gazizov A. S. et al. Acid-Catalyzed Reaction of (4,4-Diethoxybutyl)ureas with Phenols as a Novel Approach to the Synthesis of α-Arylpyrrolidines // Synthetic Communications. 2015. Vol. 45. No. 10. pp. 1215-1221.
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Gazizov A. S., Smolobochkin A. V., Voronina J. K., Burilov A. R., Pudovik M. A. Acid-Catalyzed Reaction of (4,4-Diethoxybutyl)ureas with Phenols as a Novel Approach to the Synthesis of α-Arylpyrrolidines // Synthetic Communications. 2015. Vol. 45. No. 10. pp. 1215-1221.
Cite this
RIS
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TY - JOUR
DO - 10.1080/00397911.2015.1011340
UR - https://doi.org/10.1080/00397911.2015.1011340
TI - Acid-Catalyzed Reaction of (4,4-Diethoxybutyl)ureas with Phenols as a Novel Approach to the Synthesis of α-Arylpyrrolidines
T2 - Synthetic Communications
AU - Gazizov, Almir S.
AU - Smolobochkin, Andrey V.
AU - Voronina, Julia K.
AU - Burilov, Alexander R.
AU - Pudovik, Michail A.
PY - 2015
DA - 2015/03/19
PB - Taylor & Francis
SP - 1215-1221
IS - 10
VL - 45
SN - 0039-7911
SN - 1532-2432
ER -
Cite this
BibTex (up to 50 authors)
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@article{2015_Gazizov,
author = {Almir S. Gazizov and Andrey V. Smolobochkin and Julia K. Voronina and Alexander R. Burilov and Michail A. Pudovik},
title = {Acid-Catalyzed Reaction of (4,4-Diethoxybutyl)ureas with Phenols as a Novel Approach to the Synthesis of α-Arylpyrrolidines},
journal = {Synthetic Communications},
year = {2015},
volume = {45},
publisher = {Taylor & Francis},
month = {mar},
url = {https://doi.org/10.1080/00397911.2015.1011340},
number = {10},
pages = {1215--1221},
doi = {10.1080/00397911.2015.1011340}
}
Cite this
MLA
Copy
Gazizov, Almir S., et al. “Acid-Catalyzed Reaction of (4,4-Diethoxybutyl)ureas with Phenols as a Novel Approach to the Synthesis of α-Arylpyrrolidines.” Synthetic Communications, vol. 45, no. 10, Mar. 2015, pp. 1215-1221. https://doi.org/10.1080/00397911.2015.1011340.