<i>tert</i>-BuONO-Promoted Nitrosation of 4‑Nitroisoxazole-Based Enamines: Synthesis of 5‑Cyanoisoxazoles and Their Application

<i>tert</i>-BuONO-Promoted Nitrosation of 4‑Nitroisoxazole-Based Enamines: Synthesis of 5‑Cyanoisoxazoles and Their Application

An efficient approach to previously unknown 5-cyano-4-nitroisoxazoles has been developed using nitrosation of 4-nitroisoxazole-based enamines with <i>tert</i>-butyl nitrite (TBN) followed by a BF<sub>3</sub>- or TFAA-mediated unusual CC bond cleavage reaction. This two-step...

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Bibliographic Details
Main Author: Nadezhda E. Astakhova (22056494) (author)
Other Authors: Dmitry A. Vasilenko (6397517) (author), Maria S. Kuzmina (22056497) (author), Aleksandr K. Pupeza (22056500) (author), Yuri K. Grishin (1456990) (author), Victor A. Tafeenko (2878154) (author), Elena B. Averina (1754311) (author)
Published: 2025
Subjects:
Biophysics
Sociology
Infectious Diseases
Computational Biology
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
previously unknown 5
5 ‑ cyanoisoxazoles
developed using nitrosation
></ sub ><
>< sub ><
>- butyl nitrite
mild reaction conditions
4 ‑ nitroisoxazole
resulting 5
promoted nitrosation
>- nucleophiles
>- buono
step one
pot process
high yields
group substitution
efficient approach
desired products
broad range
based enamines
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