Dipyrazolodioxadiazocines as shelf-stable "ready-to-use" precursors for an: In situ generation of enolate-iminium 1,4-dipoles: A straightforward atom-economical approach to pyrazolo[5,1- d] [1,3,5]dioxazines
Vladimir E Zhulanov
1, 2, 3, 4, 5
,
Valeria A Vigovskaya
1, 2, 3, 4, 5
,
Maksim V Dmitriev
1, 2, 3, 4, 5
,
Pavel S Silaichev
1, 2, 3, 4, 5
,
Andrey N Maslivets
1, 2, 3, 4, 5
,
Michael Rubin
2, 5, 6, 7, 8, 9
2
DEPARTMENT OF CHEMISTRY
4
Perm
|
5
RUSSIAN FEDERATION
|
7
9
Stavropol 355009
|
Publication type: Journal Article
Publication date: 2020-04-20
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
32323682
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An original, facile and highly efficient method for the in situ generation of cyclic enolate-iminium 1,4-dipoles via unique thermal decomposition of easily available dipyrazolodioxadiazocines has been developed. Various substituted pyrazolo[5,1-d][1,3,5]dioxazines have been prepared in high yields via unusual cycloconversion of dipyrazolodioxadiazocines in the presence of ketones. Furthermore, the developed method is 100% atom economical and proceeds under metal-, catalyst- and solvent-free conditions.
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Zhulanov V. E. et al. Dipyrazolodioxadiazocines as shelf-stable "ready-to-use" precursors for an: In situ generation of enolate-iminium 1,4-dipoles: A straightforward atom-economical approach to pyrazolo[5,1- d] [1,3,5]dioxazines // Organic and Biomolecular Chemistry. 2020. Vol. 18. No. 17. pp. 3382-3391.
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Zhulanov V. E., Vigovskaya V. A., Dmitriev M. V., Silaichev P. S., Maslivets A. N., Rubin M. Dipyrazolodioxadiazocines as shelf-stable "ready-to-use" precursors for an: In situ generation of enolate-iminium 1,4-dipoles: A straightforward atom-economical approach to pyrazolo[5,1- d] [1,3,5]dioxazines // Organic and Biomolecular Chemistry. 2020. Vol. 18. No. 17. pp. 3382-3391.
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TY - JOUR
DO - 10.1039/D0OB00451K
UR - https://xlink.rsc.org/?DOI=D0OB00451K
TI - Dipyrazolodioxadiazocines as shelf-stable "ready-to-use" precursors for an: In situ generation of enolate-iminium 1,4-dipoles: A straightforward atom-economical approach to pyrazolo[5,1- d] [1,3,5]dioxazines
T2 - Organic and Biomolecular Chemistry
AU - Zhulanov, Vladimir E
AU - Vigovskaya, Valeria A
AU - Dmitriev, Maksim V
AU - Silaichev, Pavel S
AU - Maslivets, Andrey N
AU - Rubin, Michael
PY - 2020
DA - 2020/04/20
PB - Royal Society of Chemistry (RSC)
SP - 3382-3391
IS - 17
VL - 18
PMID - 32323682
SN - 1477-0520
SN - 1477-0539
ER -
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BibTex (up to 50 authors)
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@article{2020_Zhulanov,
author = {Vladimir E Zhulanov and Valeria A Vigovskaya and Maksim V Dmitriev and Pavel S Silaichev and Andrey N Maslivets and Michael Rubin},
title = {Dipyrazolodioxadiazocines as shelf-stable "ready-to-use" precursors for an: In situ generation of enolate-iminium 1,4-dipoles: A straightforward atom-economical approach to pyrazolo[5,1- d] [1,3,5]dioxazines},
journal = {Organic and Biomolecular Chemistry},
year = {2020},
volume = {18},
publisher = {Royal Society of Chemistry (RSC)},
month = {apr},
url = {https://xlink.rsc.org/?DOI=D0OB00451K},
number = {17},
pages = {3382--3391},
doi = {10.1039/D0OB00451K}
}
Cite this
MLA
Copy
Zhulanov, Vladimir E., et al. “Dipyrazolodioxadiazocines as shelf-stable "ready-to-use" precursors for an: In situ generation of enolate-iminium 1,4-dipoles: A straightforward atom-economical approach to pyrazolo[5,1- d] [1,3,5]dioxazines.” Organic and Biomolecular Chemistry, vol. 18, no. 17, Apr. 2020, pp. 3382-3391. https://xlink.rsc.org/?DOI=D0OB00451K.