Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: Formation of dibenzoxanthenes, diarylmethanes, and calixarenes
Publication type: Journal Article
Publication date: 2015-01-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
2-(2-Hydroxynaphthalene-1-yl)pyrrolidine-1-carboxamides undergo ring opening in the presence of trifluoroacetic acid and 2-naphthol leading to the formation of new substituted dibenzoxanthenes. Reaction of 2-(2-hydroxynaphthalene-1-yl)pyrrolidine-1-carboxamides with polyatomic phenols at the same conditions was found leading to diarylmethane derivatives and calix[4]resorcinols with naphthyl fragment acting as a leaving group.
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GOST
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Gazizov А. S. et al. Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: Formation of dibenzoxanthenes, diarylmethanes, and calixarenes // Tetrahedron. 2015. Vol. 71. No. 3. pp. 445-450.
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Gazizov А. S., Smolobochkin А. V., Voronina J. K., Burilov А. R., Pudovik М. А. Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: Formation of dibenzoxanthenes, diarylmethanes, and calixarenes // Tetrahedron. 2015. Vol. 71. No. 3. pp. 445-450.
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RIS
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TY - JOUR
DO - 10.1016/j.tet.2014.12.011
UR - https://doi.org/10.1016/j.tet.2014.12.011
TI - Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: Formation of dibenzoxanthenes, diarylmethanes, and calixarenes
T2 - Tetrahedron
AU - Gazizov, А S
AU - Smolobochkin, А V
AU - Voronina, Julia K.
AU - Burilov, А R
AU - Pudovik, М А
PY - 2015
DA - 2015/01/01
PB - Elsevier
SP - 445-450
IS - 3
VL - 71
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
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@article{2015_Gazizov,
author = {А S Gazizov and А V Smolobochkin and Julia K. Voronina and А R Burilov and М А Pudovik},
title = {Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: Formation of dibenzoxanthenes, diarylmethanes, and calixarenes},
journal = {Tetrahedron},
year = {2015},
volume = {71},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.tet.2014.12.011},
number = {3},
pages = {445--450},
doi = {10.1016/j.tet.2014.12.011}
}
Cite this
MLA
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Gazizov, А. S., et al. “Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: Formation of dibenzoxanthenes, diarylmethanes, and calixarenes.” Tetrahedron, vol. 71, no. 3, Jan. 2015, pp. 445-450. https://doi.org/10.1016/j.tet.2014.12.011.
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