Domino Assembly of Trifluoromethylated N,O-Heterocycles by the Reaction of Fluorinated α-Bromoenones with Amino Alcohols
Тип публикации: Journal Article
Дата публикации: 2016-10-04
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
27656759
Organic Chemistry
Краткое описание
A highly efficient method for the selective synthesis of trifluoromethylated morpholines (4-oxa-1-azabicyclo[4.1.0]heptanes) and so far unknown 1,4-oxazepanes (2,8-dioxa-5-azabicyclo[5.1.0]octanes) based on a domino reaction of fluorinated α-bromoenones with β-amino alcohols was elaborated. The assembly of both heterocyclic systems is initiated by an aza-Michael reaction followed by intramolecular cyclization. The conditions for total control of selectivity of the reaction were found.
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Rulev A. Y. et al. Domino Assembly of Trifluoromethylated N,O-Heterocycles by the Reaction of Fluorinated α-Bromoenones with Amino Alcohols // Journal of Organic Chemistry. 2016. Vol. 81. No. 20. pp. 10029-10034.
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Rulev A. Y., Romanov A. R., Kondrashov E. V., Ushakov I., Vashchenko A. V., Muzalevskiy V. M., Nenajdenko V. G. Domino Assembly of Trifluoromethylated N,O-Heterocycles by the Reaction of Fluorinated α-Bromoenones with Amino Alcohols // Journal of Organic Chemistry. 2016. Vol. 81. No. 20. pp. 10029-10034.
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TY - JOUR
DO - 10.1021/acs.joc.6b01927
UR - https://doi.org/10.1021/acs.joc.6b01927
TI - Domino Assembly of Trifluoromethylated N,O-Heterocycles by the Reaction of Fluorinated α-Bromoenones with Amino Alcohols
T2 - Journal of Organic Chemistry
AU - Rulev, Alexander Yu.
AU - Romanov, Alexey R
AU - Kondrashov, Evgeniy V
AU - Ushakov, Igor
AU - Vashchenko, Alexander V.
AU - Muzalevskiy, Vasily M.
AU - Nenajdenko, Valentine G.
PY - 2016
DA - 2016/10/04
PB - American Chemical Society (ACS)
SP - 10029-10034
IS - 20
VL - 81
PMID - 27656759
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2016_Rulev,
author = {Alexander Yu. Rulev and Alexey R Romanov and Evgeniy V Kondrashov and Igor Ushakov and Alexander V. Vashchenko and Vasily M. Muzalevskiy and Valentine G. Nenajdenko},
title = {Domino Assembly of Trifluoromethylated N,O-Heterocycles by the Reaction of Fluorinated α-Bromoenones with Amino Alcohols},
journal = {Journal of Organic Chemistry},
year = {2016},
volume = {81},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.joc.6b01927},
number = {20},
pages = {10029--10034},
doi = {10.1021/acs.joc.6b01927}
}
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MLA
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Rulev, Alexander Yu., et al. “Domino Assembly of Trifluoromethylated N,O-Heterocycles by the Reaction of Fluorinated α-Bromoenones with Amino Alcohols.” Journal of Organic Chemistry, vol. 81, no. 20, Oct. 2016, pp. 10029-10034. https://doi.org/10.1021/acs.joc.6b01927.
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