Abstract:
The title compound was synthesised, and its derivatives were prepared in high yields using the selective substitution of O-, S- and N-nucleophiles for the nitro group; an activating effect of the benzotriazolyl moiety on the above reactions was found.
Document Type:
Article
Language: English
Citation:
A. V. Smirnov, I. G. Abramov, V. V. Plakhtinskii, G. G. Krasovskaya, “4-(1-Benzotriazolyl)-5-nitrophthalonitrile as a highly active substrate in aromatic nucleophilic substitution reactions”, Mendeleev Commun., 12:2 (2002), 72–74
Linking options:
https://www.mathnet.ru/eng/mendc4098
https://www.mathnet.ru/eng/mendc/v12/i2/p72
This publication is cited in the following 12 articles:
S. A Znoiko, M. S Kuzmina, V. E Maizlish, G. N Koshel, N. V Lebedeva, “Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XVIII. Synthesis and spectral properties of octasubstituted zinc phthhalocyanines with cyclohexylphenol moieties”, Žurnal obŝej himii, 93:7 (2023), 1098
S. A. Znoiko, M. S. Kuzmina, V. E. Maizlish, G. N. Koshel, N. V. Lebedeva, “Nucleophilic Substitution in 4-Bromo-5-nitrophthalodinitrile: XVIII. Synthesis and Spectral Properties of Octasubstituted Zinc Phthalocyanines with Cyclohexylphenol Moieties”, Russ J Gen Chem, 93:7 (2023), 1736
Dachao Wang, Xiaoting Gan, Lewei Zhou, Hanyu Shu, Jun Zhou, “Synthesis of functionized N-arylbenzotriazoles via palladium catalyzed intramolecular amination”, Tetrahedron Letters, 88 (2022), 153587
S. A. Znoiko, N. A. Tolstykh, A. I. Mikhailova, I. V. Novikov, A. S. Vashurin, V. E. Maizlish, “Synthesis and Properties of Metal Complexes with Octa(4-cyclohexylphenoxy)phthalocyanines”, Russ J Gen Chem, 90:12 (2020), 2289
Fa‐Guang Zhang, Zhen Chen, Chi Wai Cheung, Jun‐An Ma, “Aryl DiazoniumSalt‐TriggeredCyclization and Cycloaddition Reactions: Past, Present, and Future”, Chin. J. Chem., 38:10 (2020), 1132
Imadadulla Mohammed, David O. Oluwole, Manjunatha Nemakal, Lokesh Koodlur Sannegowda, Tebello Nyokong, “Investigation of novel substituted zinc and aluminium phthalocyanines for photodynamic therapy of epithelial breast cancer”, Dyes and Pigments, 170 (2019), 107592
S. A. Znoiko, A. S. Kambolova, V. E. Maizlish, G. P. Shaposhnikov, I. G. Abramov, S. I. Filimonov, “Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: X. Synthesis of 4-(1-benzotriazolyl)-5-(1(2)-naphthyloxy)-phthalodinitriles and related phthalocyanines”, Russ J Gen Chem, 79:8 (2009), 1735
A. I. Fedotova, V. E. Maizlish, G. P. Shaposhnikov, C. N. Filimonov, I. G. Abramov, “Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: IX. Synthesis of 4-(morpholin-4-yl)-5-aryloxyphthalodinitriles and copper phthalocyanines based thereon”, Russ J Gen Chem, 79:5 (2009), 1018
S. A. Znoiko, V. E. Maizlish, G. P. Shaposhnikov, I. G. Abramov, M. N. Voron'ko, “Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: VIII. Synthesis of 4-(benzotriazol-1-yl)-5-[4-(1-methyl-1-phenylethyl)phenoxy]phthalodinitrile and phthalocyanines on its basis”, Russ J Gen Chem, 77:9 (2007), 1623
K. A. Volkov, G. V. Avramenko, V. M. Negrimovskii, E. A. Luk'yanets, “Phthalocyanines and related compounds: XLIII. Synthesis of poly[phenyl(alkyl)sulfanyl]-substituted phthalonitriles and some phthalocyanines based thereon”, Russ J Gen Chem, 77:6 (2007), 1108
C.K.-F. Chiu, M.A. Berliner, Z.B. Li, Comprehensive Organic Functional Group Transformations II, 2005, 595
Alexey V. Smirnov, Igor G. Abramov, Vladimir V. Plakhtinskii, Galina G. Krasovskaya, “4‐(1‐Benzotriazolyl)‐5‐nitrophthalonitrile as a Highly Active Substrate in Aromatic Nucleophilic Substitution Reactions.”, ChemInform, 33:39 (2002), 126
Contact us: