Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines
Roman S Malykhin
1, 2
,
Aleksandr O Kokuev
1, 3
,
Valentin S Dorokhov
1, 3
,
Vladimir A Tartakovsky
1
,
Andrey A Tabolin
1
,
Sema L. Ioffe
1
,
Alexey Yu Sukhorukov
1, 3, 5
Publication type: Journal Article
Publication date: 2019-10-09
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
31595751
Organic Chemistry
Abstract
In this article, comprehensive studies on the nucleophilic chlorination and bromination of readily available six-membered cyclic nitronates (1,2-oxazine-N-oxides) are reported. Under optimized conditions (POCl3 or (COBr)2 with Hünig's base), 3-halo-substituted 1,2-oxazines, which are difficult to access by other routes, were obtained in good to high yields. The latter were shown to be convenient precursors to other 3-substituted 1,2-oxazine derivatives using Lewis/Brønsted acid-assisted substitution of the halide atom for C-, S-, and N-nucleophiles.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
|
|
|
Journal of Organic Chemistry
3 publications, 30%
|
|
|
Advanced Synthesis and Catalysis
2 publications, 20%
|
|
|
ChemistrySelect
2 publications, 20%
|
|
|
Organic Chemistry Frontiers
2 publications, 20%
|
|
|
European Journal of Organic Chemistry
1 publication, 10%
|
|
|
1
2
3
|
Publishers
|
1
2
3
4
5
|
|
|
Wiley
5 publications, 50%
|
|
|
American Chemical Society (ACS)
3 publications, 30%
|
|
|
Royal Society of Chemistry (RSC)
2 publications, 20%
|
|
|
1
2
3
4
5
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
10
Total citations:
10
Citations from 2024:
2
(20%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Malykhin R. S. et al. Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines // Journal of Organic Chemistry. 2019. Vol. 84. No. 21. pp. 13794-13806.
GOST all authors (up to 50)
Copy
Malykhin R. S., Kokuev A. O., Dorokhov V. S., Nelyubina Y. V., Tartakovsky V. A., Tabolin A. A., Ioffe S. L., Sukhorukov A. Yu. Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines // Journal of Organic Chemistry. 2019. Vol. 84. No. 21. pp. 13794-13806.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.9b02010
UR - https://doi.org/10.1021/acs.joc.9b02010
TI - Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines
T2 - Journal of Organic Chemistry
AU - Malykhin, Roman S
AU - Kokuev, Aleksandr O
AU - Dorokhov, Valentin S
AU - Nelyubina, Yulia V.
AU - Tartakovsky, Vladimir A
AU - Tabolin, Andrey A
AU - Ioffe, Sema L.
AU - Sukhorukov, Alexey Yu
PY - 2019
DA - 2019/10/09
PB - American Chemical Society (ACS)
SP - 13794-13806
IS - 21
VL - 84
PMID - 31595751
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Malykhin,
author = {Roman S Malykhin and Aleksandr O Kokuev and Valentin S Dorokhov and Yulia V. Nelyubina and Vladimir A Tartakovsky and Andrey A Tabolin and Sema L. Ioffe and Alexey Yu Sukhorukov},
title = {Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.joc.9b02010},
number = {21},
pages = {13794--13806},
doi = {10.1021/acs.joc.9b02010}
}
Cite this
MLA
Copy
Malykhin, Roman S., et al. “Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines.” Journal of Organic Chemistry, vol. 84, no. 21, Oct. 2019, pp. 13794-13806. https://doi.org/10.1021/acs.joc.9b02010.