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- Title
Protonation of Anionic σ-Complexes of 5,7-Dinitroquinolin-8-ol.
- Authors
Ustinov, I. I.; Khlytin, N. V.; Shahkeldyan, I. V.; Atroshchenko, Yu. M.
- Abstract
The reaction of 5,7-dinitroquinolin-8-ol with NaBH4 produces a reactive hydride σ-complex, the treatment of which with a solution of acetic acid gives 5,7-dinitro-5,6-dihydroquinolin-8-ol. The protonation of the acetone σ-complex of 5,7-dinitroquinolin-8-ol forms a mixture of the tautomers 5,7-dinitro-6-(2-oxopropyl)-6,7-dihydroquinoline-8(5H)-one and 5,7-dinitro-5,6-dihydro-6-(2-oxopropyl)quinolin-8-ol, with a predominance of the latter.
- Subjects
PROTON transfer reactions; ACETIC acid; TAUTOMERISM; ACID solutions
- Publication
Russian Journal of Organic Chemistry, 2020, Vol 56, Issue 11, p2039
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428020110214