NOBF4-mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors
Publication type: Journal Article
Publication date: 2023-01-12
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
A direct approach toward the construction of furoxan-sydnone imine double NO-donors involving the NOBF4-mediated nitrosation–cyclization sequence of α-amino nitriles as a key synthetic step was developed. The described protocol excludes the isolation of carcinogenic N-nitrosamines, operates broad substrate scope, and enables the preparation of fully substituted sydnone imines linked to the furoxan ring via different linkers or directly through C–C bond. Synthesized library of furoxan-sydnone imine hybrids demonstrated a promising ability to release NO in a wide range of concentrations which is useful for various biomedical insights.
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Fershtat L. L. et al. NOBF4-mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors // Synthesis. 2023. Vol. 55. No. 12. pp. 1863-1874.
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Fershtat L. L., Shuvaev A. D., Zhilin E. S. NOBF4-mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors // Synthesis. 2023. Vol. 55. No. 12. pp. 1863-1874.
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TY - JOUR
DO - 10.1055/a-2011-7264
UR - http://www.thieme-connect.de/DOI/DOI?10.1055/a-2011-7264
TI - NOBF4-mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors
T2 - Synthesis
AU - Fershtat, Leonid L.
AU - Shuvaev, Alexander D
AU - Zhilin, Egor S
PY - 2023
DA - 2023/01/12
PB - Georg Thieme Verlag KG
SP - 1863-1874
IS - 12
VL - 55
SN - 0039-7881
SN - 1437-210X
ER -
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BibTex (up to 50 authors)
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@article{2023_Fershtat,
author = {Leonid L. Fershtat and Alexander D Shuvaev and Egor S Zhilin},
title = {NOBF4-mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors},
journal = {Synthesis},
year = {2023},
volume = {55},
publisher = {Georg Thieme Verlag KG},
month = {jan},
url = {http://www.thieme-connect.de/DOI/DOI?10.1055/a-2011-7264},
number = {12},
pages = {1863--1874},
doi = {10.1055/a-2011-7264}
}
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MLA
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Fershtat, Leonid L., et al. “NOBF4-mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors.” Synthesis, vol. 55, no. 12, Jan. 2023, pp. 1863-1874. http://www.thieme-connect.de/DOI/DOI?10.1055/a-2011-7264.
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