Synthesis and transformations of perfluoroalkyl-containing 6,7-dihydro-1 H -indazol-4(5 H )-ones oximes
Gespeichert in:
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)
Online Zugang:
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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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| 908 | |D 1 |a research-article |2 jats | ||
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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 | ||