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NOBF4-Mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors Full article

Journal Synthesis-Stuttgart
ISSN: 1437-210X , E-ISSN: 0039-7881
Output data Year: 2023, Volume: 55, Number: 12, Pages: 1863-1874 Pages count : 12 DOI: 10.1055/a-2011-7264
Authors Shuvaev Alexander 1 , Zhilin Egor 1 , Fershtat Leonid 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

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.
Cite: Shuvaev A. , Zhilin E. , Fershtat L.
NOBF4-Mediated Assembly of the Sydnone Imine Scaffold in the Synthesis of Double Nitric Oxide Donors
Synthesis-Stuttgart. 2023. V.55. N12. P.1863-1874. DOI: 10.1055/a-2011-7264 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000936625800001
Scopus: 2-s2.0-85159292390
OpenAlex: W4315778239
Citing:
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OpenAlex 7
Scopus 6
Web of science 7
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