volume 45 issue 2 pages 273-284

Palladium-catalyzed amination in the synthesis of nitrogen and oxygen heterocycles containing fragments of cholane and quinoline

A D Averin 1
A N Uglov 1
E R Ranyuk 1
N V Lukashev 1
1
 
Moskow State University, Moscow, Russia
Publication typeJournal Article
Publication date2009-02-01
scimago Q4
wos Q4
SJR0.190
CiteScore1.3
Impact factor0.9
ISSN10704280, 16083393
Organic Chemistry
Abstract
By Mitsunobu reaction from 3,24-cholanediol and 2-hydroxy-8-chloroquinoline 24-(8-chloroquinolinyl-2-oxy)cholan-3-ol and 3,24-di(8-chloroquinolinyl-2-oxy)cholane were synthesized. These compounds were brought into reactions of palladium-catalyzed amination with propanediamine, oxaalkane diamines, and N,N′-bis(3-aminopropyl)ethylenediamine to obtain macrocycles of various structures, linear mono- and bis(steroid) derivatives of trioxaalkane diamine, and also cholane bis(oxaalkandiamine) derivative. The dependence was demonstrated of macrocyles and cyclooligomers yield on the polyamine nature. 4-Hydroxy-7-chloroquinoline afforded only 24-(7-chloroquinolinyl-4-oxy)cholan-3-ol.
Found 
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Averin A. D. et al. Palladium-catalyzed amination in the synthesis of nitrogen and oxygen heterocycles containing fragments of cholane and quinoline // Russian Journal of Organic Chemistry. 2009. Vol. 45. No. 2. pp. 273-284.
GOST all authors (up to 50) Copy
Averin A. D., Uglov A. N., Ranyuk E. R., Lukashev N. V., Beletskaya I. P. Palladium-catalyzed amination in the synthesis of nitrogen and oxygen heterocycles containing fragments of cholane and quinoline // Russian Journal of Organic Chemistry. 2009. Vol. 45. No. 2. pp. 273-284.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1134/S1070428009020213
UR - https://doi.org/10.1134/S1070428009020213
TI - Palladium-catalyzed amination in the synthesis of nitrogen and oxygen heterocycles containing fragments of cholane and quinoline
T2 - Russian Journal of Organic Chemistry
AU - Averin, A D
AU - Uglov, A N
AU - Ranyuk, E R
AU - Lukashev, N V
AU - Beletskaya, I P
PY - 2009
DA - 2009/02/01
PB - Pleiades Publishing
SP - 273-284
IS - 2
VL - 45
SN - 1070-4280
SN - 1608-3393
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2009_Averin,
author = {A D Averin and A N Uglov and E R Ranyuk and N V Lukashev and I P Beletskaya},
title = {Palladium-catalyzed amination in the synthesis of nitrogen and oxygen heterocycles containing fragments of cholane and quinoline},
journal = {Russian Journal of Organic Chemistry},
year = {2009},
volume = {45},
publisher = {Pleiades Publishing},
month = {feb},
url = {https://doi.org/10.1134/S1070428009020213},
number = {2},
pages = {273--284},
doi = {10.1134/S1070428009020213}
}
MLA
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MLA Copy
Averin, A. D., et al. “Palladium-catalyzed amination in the synthesis of nitrogen and oxygen heterocycles containing fragments of cholane and quinoline.” Russian Journal of Organic Chemistry, vol. 45, no. 2, Feb. 2009, pp. 273-284. https://doi.org/10.1134/S1070428009020213.