Reactions of 1,3,5-triazinylnitroformaldoxime 4. synthesis of (5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines / Bakharev V.V., Gidaspov A.A., Selezneva E.V., Parfenov V.E., Ul'Yankina I.V., Nazarova I.S., Palatova Yu.T., El'Tsov O.S. // Chemistry of Heterocyclic Compounds. - 2012. - V. 47, l. 10. - P. 1258-1267.

ISSN:

00093122

Type:

Article

Abstract:

Heating 4-R-methoxy-1,3,5-triazin-2-ylnitroformaldoximes with nitriles leads not to the formation of 1,2,4-oxadiazoles but rather to dimerization of the intermediate 1,3,5-triazinylnitrile oxides to give furoxanes. The reaction of 4-R-6-methoxy-1,3,5-triazin-2-ylnitroformaldoximes with ammonia and amines gives 1,3,5-triazinylamidoximes, which upon acylation and subsequent intramolecular cyclization yield (5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines. 0009-3122/12/4710-1258©2012 Springer Science+Business Media, Inc.

Author keywords:

(5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines; 1,3,5-triazinylamidoximes; 1,3,5-triazinylnitrile oxides; 1,3,5-triazinylnitroformaldoximes; Acylation; Intramolecular cyclization

Index keywords:

нет данных

DOI:

10.1007/s10593-012-0901-x

Смотреть в Scopus:

https://www.scopus.com/inward/record.uri?eid=2-s2.0-84858854815&doi=10.1007%2fs10593-012-0901-x&partnerID=40&md5=21770c55e264da1b72641ad08feb487e

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Link	https://www.scopus.com/inward/record.uri?eid=2-s2.0-84858854815&doi=10.1007%2fs10593-012-0901-x&partnerID=40&md5=21770c55e264da1b72641ad08feb487e
Affiliations	Samara State Technical University, 244 Molodogvardeyskaya St., 443100 Samara, Russian Federation; Ural Federal University Named after the First President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russian Federation
Author Keywords	(5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines; 1,3,5-triazinylamidoximes; 1,3,5-triazinylnitrile oxides; 1,3,5-triazinylnitroformaldoximes; Acylation; Intramolecular cyclization
References	Bakharev, V.V., Gidaspov, A.A., Peresedova, E.V., Krivolapov, D.B., Mironova, E.V., Litvinov, I.A., (2009) Khim. Geterotsikl. Soedin., p. 1345; (2009) Chem. Heterocycl. Comp., 45, p. 1075; Feuer, H., (2008) Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis: Novel Strategies in Synthesis, , 2nd ed., Wiley, Hoboken, New Jersey; Jochims, J.C., (1996) Heterocyclic Chemistry II, 4, p. 179. , A. R. Katritzky and C. W. Rees (editors), Pergamon, Oxford; Bakharev, V.V., Gidaspov, A.A., Peresedova, E.V., Granik, V.G., Grigor'Ev, N.B., Levina, V.I., Severina, I.S., Sheremetev, A.B., (2009) Izv. Akad. Nauk, Ser. Khim., p. 1900; Chesnyuk, A.A., Mikhailichenko, S.N., Konyushkin, L.D., Firgang, S.I., Zaplishnyi, V.N., (2005) Izv. Akad. Nauk, Ser. Khim., p. 1845; Young, T.E., Beidler, W.T., (1985) J. Org. Chem., 50, p. 1182; Tamura, M., Ise, Y., Okajima, Y., Nishiwaki, N., Ariga, M., (2006) Synthesis, p. 3453
Correspondence Address	Bakharev, V.V.; Samara State Technical University, 244 Molodogvardeyskaya St., 443100 Samara, Russian Federation; email: knil@sstu.smr.ru
CODEN	CHCCA
Language of Original Document	English
Abbreviated Source Title	Chem. Heterocycl. Compd.
Source	Scopus