Synthesis and transformations of perfluoroalkyl-containing 6,7-dihydro-1 H -indazol-4(5 H )-ones oximes

Verfasser / Beitragende:
[T. Khlebnikova, Yu. Piven', A. Baranovskii, F. Lakhvich]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/5(2015-05-01), 650-656
Format:
Artikel (online)
ID: 605530629
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024 7 0 |a 10.1134/S1070428015050115  |2 doi 
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245 0 0 |a Synthesis and transformations of perfluoroalkyl-containing 6,7-dihydro-1 H -indazol-4(5 H )-ones oximes  |h [Elektronische Daten]  |c [T. Khlebnikova, Yu. Piven', A. Baranovskii, F. Lakhvich] 
520 3 |a Refluxing 3-perfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones with 4-fold excess of hydroxylamine hydrochloride in pyridine afforded their (E)-oximes. The obtained oximes were alkylated with ethyl iodide and acylated with carboxylic acids chlorides to obtain (E)-O-alkyl- and (E)-O-acyloximes respectively. Heating oximes in PPA at 120°C results in their aromatization by Semmler-Wolff reaction, hydrolysis of perfluoroalkyl groups, and generation of 4-amino-1-aryl-5,6-dimethyl-1H-indazole-3-carboxylic acids from of 3-tri-fluoromethylindazolone oximes and 1-(4-amino-1-aryl-5,6-dimethyl-1H-indazol-3-yl)-fluoroalkan-1-ones from of 3-perfluoroethyl- and 3-perfluoropropylindazolone oximes. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Khlebnikova  |D T.  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
700 1 |a Piven'  |D Yu  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
700 1 |a Baranovskii  |D A.  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
700 1 |a Lakhvich  |D F.  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/5(2015-05-01), 650-656  |x 1070-4280  |q 51:5<650  |1 2015  |2 51  |o 11178 
856 4 0 |u https://doi.org/10.1134/S1070428015050115  |q text/html  |z Onlinezugriff via DOI 
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950 |B NATIONALLICENCE  |P 856  |E 40  |u https://doi.org/10.1134/S1070428015050115  |q text/html  |z Onlinezugriff via DOI 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Khlebnikova  |D T.  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Piven'  |D Yu  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Baranovskii  |D A.  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Lakhvich  |D F.  |u Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, 220141, Minsk, Belarus  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/5(2015-05-01), 650-656  |x 1070-4280  |q 51:5<650  |1 2015  |2 51  |o 11178