Springer Nature
Chemistry of Heterocyclic Compounds
,  volume 40 ,  issue 9 ,  pages 1124-1130

The Use of 4-(bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one as "masked" α-bromo-α′-hydroxy ketone in the synthesis of heterocyclic systems

Publication type: Journal Article
Publication date: 2004-09-01
Springer Nature
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Abstract4-(Bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one was obtained on the basis of the readily obtainable 4-methylene-5,5-dimethyl-1,3-dioxolan-2-one. It forms 2-imidazo[1,2-a]pyridin-2-yl-2-propanol with 2-aminopyridine, 11a-hydroxy-1,1-dimethyl-3-oxo-1,5,11,11a-tetrahydro[1,3]oxazolo[3,4-a]pyrido[1,2-d]-10-pyrazinium bromide with 2-(aminomethyl)pyridine, and the corresponding derivative of 4-hydroxyoxazolidin-2-one with 2-(3,4-dimethoxyphenyl)ethylamine. The last product was converted by intramolecular amidoalkylation without isolation into 10b-(bromomethyl)-8,9-dimethoxy-1,1-dimethyl-1,5,6,10b-tetrahydro[1,3]oxazolo[3,4-a]isoquinolin-3-one.
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Bogolyubov A. A., Chernysheva N. B., Semenov V. V. The Use of 4-(bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one as "masked" α-bromo-α′-hydroxy ketone in the synthesis of heterocyclic systems // Chemistry of Heterocyclic Compounds. 2004. Vol. 40. No. 9. pp. 1124-1130.
GOST all authors (up to 50) Copy
Bogolyubov A. A., Chernysheva N. B., Semenov V. V. The Use of 4-(bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one as "masked" α-bromo-α′-hydroxy ketone in the synthesis of heterocyclic systems // Chemistry of Heterocyclic Compounds. 2004. Vol. 40. No. 9. pp. 1124-1130.
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RIS Copy
TY - JOUR
DO - 10.1023/B:COHC.0000048283.51485.4e
UR - https://doi.org/10.1023/B:COHC.0000048283.51485.4e
TI - The Use of 4-(bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one as "masked" α-bromo-α′-hydroxy ketone in the synthesis of heterocyclic systems
T2 - Chemistry of Heterocyclic Compounds
AU - Bogolyubov, A A
AU - Chernysheva, N B
AU - Semenov, V. V.
PY - 2004
DA - 2004/09/01
PB - Springer Nature
SP - 1124-1130
IS - 9
VL - 40
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors) Copy
@article{2004_Bogolyubov,
author = {A A Bogolyubov and N B Chernysheva and V. V. Semenov},
title = {The Use of 4-(bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one as "masked" α-bromo-α′-hydroxy ketone in the synthesis of heterocyclic systems},
journal = {Chemistry of Heterocyclic Compounds},
year = {2004},
volume = {40},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1023/B:COHC.0000048283.51485.4e},
number = {9},
pages = {1124--1130},
doi = {10.1023/B:COHC.0000048283.51485.4e}
}
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Bogolyubov, A. A., et al. “The Use of 4-(bromomethylene)-5,5-dimethyl-1,3-dioxolan-2-one as "masked" α-bromo-α′-hydroxy ketone in the synthesis of heterocyclic systems.” Chemistry of Heterocyclic Compounds, vol. 40, no. 9, Sep. 2004, pp. 1124-1130. https://doi.org/10.1023/B:COHC.0000048283.51485.4e.