Abstract
N-Acetonylation of 5(3)-(1H-tetrazol-1-yl)-3(5)-nitro-1H-pyrazole with bromoacetone in the presence of NaHCO3 at 60°C gave, along with expected isomeric N-acetonyl derivatives, a tricyclic product of the intramolecular electrophilic attack at the carbon atom of the tetrazole cycle.
References
1.
Al-Saleh B., El-Apasery M.A., Abdelkhalik M.M., Elnagdi M.H.
Journal of Heterocyclic Chemistry,
2003
2.
Mohamed M.H., Elnagdi M.H., Abdel-Khalik M.M.
Journal of Heterocyclic Chemistry,
2001
3.
Samet A.V., Yamskov A.N., Kachala V.V., Semenov V.V.
Russian Chemical Bulletin,
1999
4.
Heteroaromatic 10-.pi.-electron systems. New s-triazolo-as-triazines with a bridgehead nitrogen atom
Daunis J., Lopez H., Maury G.
Journal of Organic Chemistry,
1977
5.
![Efficient Synthesis of 6-(1H-1,2,4-Triazol-1-yl)-thieno[2,3-d]pyrimidin-4(3H)-ones via an Iminophosphorane](/storage/images/resized/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_small_thumb.webp)
Sun Y., Huang N., Ding M.
Synthetic Communications,
2010
6.
Samet A.V., Shestopalov A.M., Struchkova M.I., Semenov V.V., Nesterov V.N., Struchkov Y.T.
Russian Chemical Bulletin,
1996
7.
Kofman T.P.
Russian Journal of Organic Chemistry,
2001
8.
Kofman T.P., Kirpenko Z.V., Pevzner M.S.
Chemistry of Heterocyclic Compounds,
1982
9.
Zhao X.X., Li S.H., Wang Y., Li Y.C., Zhao F.Q., Pang S.P.
Journal of Materials Chemistry A,
2016
10.
Semenov V.V., Shevelev S.A., Bruskin A.B., Kanishchev M.I., Baryshnikov A.T.
Russian Chemical Bulletin,
2009
11.
Katritzky A.R., Sommen G.L., Gromova A.V., Witek R.M., Steel P.J., Damavarapu R.
Chemistry of Heterocyclic Compounds,
2005
12.
Dalinger I.L., Suponitsky K.Y., Pivkina A.N., Sheremetev A.B.
Propellants, Explosives, Pyrotechnics,
2016
13.
Dalinger I.L., Vatsadze I.A., Shkineva T.K., Kormanov A.V., Struchkova M.I., Suponitsky K.Y., Bragin A.A., Monogarov K.A., Sinditskii V.P., Sheremetev A.B.
Chemistry - An Asian Journal,
2015
14.
Kofman T.P., Kartseva G.Y., Glazkova E.Y.
Russian Journal of Organic Chemistry,
2008
15.
Shagun L.G., Dorofeev I.A., Yarosh N.O., Zhilitskaya L.V., Larina L.I., Voronkov M.G.
Russian Journal of Organic Chemistry,
2013
16.
Shevelev S.A., Dalinger I.L., Shkineva T.K., Ugrak B.I., Gulevskaya V.I., Kanishchev M.I.
Russian Chemical Bulletin,
1993
17.
Semenov V.V., Ugrak B.I., Shevelev S.A., Kanishchev M.I., Baryshnikov A.T., Fainzil'berg A.A.
Russian Chemical Bulletin,
1990
18.
N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan
Dalinger I.L., Kormanov A.V., Vatsadze I.A., Shkineva T.K., Kozeev A.M., Averkiev B.B., Sheremetev A.B.
Chemistry of Heterocyclic Compounds,
2015
19.
Dalinger I.L., Kormanov A.V., Vatsadze I.A., Serushkina O.V., Shkineva T.K., Suponitsky K.Y., Pivkina A.N., Sheremetev A.B.
Chemistry of Heterocyclic Compounds,
2016
20.
Voitekhovich S.V., Gaponik P.N., Koldobskii G.I.
Russian Journal of Organic Chemistry,
2005
21.
10.1016/j.mencom.2017.09.010_bib0045
Ostrovskii
2008
22.
Wardrop D.J., Komenda J.P.
Organic Letters,
2012
23.
Satoh Y., Moliterni J.
Synlett,
1998
24.
Satoh Y., Marcopulos N.
Tetrahedron Letters,
1995
25.
Raap R.
Canadian Journal of Chemistry,
1971