Abstract:
The acid-catalysed cyclization of O-(3-amino-5-nitrophenyl)ketoximes unexpectedly gives, along with 6-amino-4-nitrobenzofurans,
4-hydroxy-6-nitroindoles (in a 1:1 ratio).
Document Type:
Article
Language: English
Citation:
S. S. Vorob'ev, M. D. Dutov, I. A. Vatsadze, V. V. Kachala, Yu. A. Strelenko, A. A. Sedov, S. A. Shevelev, “Unexpected formation of 4-hydroxy-6-nitroindoles in the intramolecular cyclization of O-(3-amino-5-nitrophenyl)ketoximes”, Mendeleev Commun., 17:2 (2007), 128–129
Linking options:
https://www.mathnet.ru/eng/mendc3401
https://www.mathnet.ru/eng/mendc/v17/i2/p128
This publication is cited in the following 5 articles:
Tatyana K. Shkineva, Alexandr V. Kormanov, Valeriya N. Boldinova, Irina A. Vatsadze, Igor L. Dalinger, “Synthesis of 4,4'-dinitro-1H,1'H-[3,3'-bipyrazole]-5,5'-diamine”, Chem Heterocycl Comp, 54:7 (2018), 703
M. D. Dutov, V. V. Kachala, B. I. Ugrak, V. A. Korolev, S. V. Popkov, D. R. Aleksanyan, O. N. Rusina, K. G. Aleksanyan, V. N. Koshelev, “Synthesis and fungicidal activity of new 4-hydroxy-6-trifluoromethyl-2-phenylindoles”, Mendeleev Commun., 28:4 (2018), 437–438
Igor L. Dalinger, Alexandr V. Kormanov, Irina A. Vatsadze, Olga V. Serushkina, Tatyana K. Shkineva, Kyrill Yu. Suponitsky, Alla N. Pivkina, Aleksei B. Sheremetev, “Synthesis of 1- and 5-(pyrazolyl)tetrazole amino and nitro derivatives”, Chem Heterocycl Comp, 52:12 (2016), 1025
Sergei S. Vorob'ev, Mikhail D. Dutov, Irina A. Vatsadze, Vadim V. Kachala, Yuri A. Strelenko, Andrei V. Sedov, Svyatoslav A. Shevelev, “Unexpected Formation of 4‐Hydroxy‐6‐nitroindoles in the Intramolecular Cyclization of O‐(3‐Amino‐5‐nitrophenyl)ketoximes.”, ChemInform, 38:37 (2007)
S. S. Vorob'ev, M. D. Dutov, I. A. Vatsadze, E. P. Petrosyan, V. V. Kachala, Yu. A. Strelenko, S. A. Shevelev, “Intramolecular cyclization of O-(3,5-dinitrophenyl) and O-(3-amino-5-nitrophenyl) ketoximes, products of transformations of 1,3,5-trinitrobenzene. The synthesis of nitrobenzo[b]furans and 4-hydroxynitroindoles”, Russ Chem Bull, 56:5 (2007), 1020