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Titolo:
Studies on synthetic approaches to 1H- and 2H-indazolyl derivatives
Autore:
Isin, EM; de Jonge, M; Castagnoli, N;
Indirizzi:
Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA Virginia Tech Blacksburg VA USA 24061 Dept Chem, Blacksburg, VA 24061 USA
Titolo Testata:
JOURNAL OF ORGANIC CHEMISTRY
fascicolo: 12, volume: 66, anno: 2001,
pagine: 4220 - 4226
SICI:
0022-3263(20010615)66:12<4220:SOSAT1>2.0.ZU;2-2
Fonte:
ISI
Lingua:
ENG
Soggetto:
MONOAMINE-OXIDASE-B; CATALYZED OXIDATION; MAO-A; INHIBITION; MPTP; 7-NITROINDAZOLE; NEUROTOXICITY; SYNTHASE; INDAZOLE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
32
Recensione:
Indirizzi per estratti:
Indirizzo: Castagnoli, N Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA Virginia Tech Blacksburg VA USA 24061 cksburg, VA 24061 USA
Citazione:
E.M. Isin et al., "Studies on synthetic approaches to 1H- and 2H-indazolyl derivatives", J ORG CHEM, 66(12), 2001, pp. 4220-4226

Abstract

Synthetic approaches designed to provide 1H- and 2H-indazolyl derivatives of potential biological interest are reported. Special emphasis has been placed on the characterization of indazolylpyridinium products generated fromreactions between indazole and 4-chloro-1-methylpyridinium iodide under various conditions. A stable mixture consisting of 3 parts of the 1H-isomer 9to 1 part of the 2H-isomer 10 was obtained at room temperature in the presence of the base 2,2,6,6-tetramethyl-piperidine (TMP). The same reaction at60 degreesC gave only the 1H-isomer 9. At 100 degreesC in the absence of TMP only the W-isomer 10 was formed. The isomerization of 10 to 9 was found to proceed quantitatively at 60 degreesC but only in the presence of TMP. The effects of temperature and base on the course of these reactions are rationalized in terms of kinetic and thermodynamic parameters.

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Documento generato il 19/09/20 alle ore 21:18:51