Abstract:
1,2-Alternate p-tert-butylthiacalix[4]arene bearing at the lower rim 1,2-positioned acetamide fragments reacts with ethyl bromoacetate to give mono-O-alkylation product when Na2CO3 is used as a base and O,O′,N,N′-tetraalkylation one in the case of K2CO3.
Citation:
I. I. Stoikov, A. A. Yantemirova, R. V. Nosov, A. R. Julmetov, V. V. Klochkov, I. S. Antipin, A. I. Konovalov, “Chemo- and stereocontrolled alkylation of 1,2-disubstituted at the lower rim 1,2-alternate p-tert-butylthiacalix[4]arene”, Mendeleev Commun., 21:1 (2011), 41–43
Linking options:
https://www.mathnet.ru/eng/mendc2860
https://www.mathnet.ru/eng/mendc/v21/i1/p41
This publication is cited in the following 13 articles:
A. A. Vavilova, I. E. Shiabiev, P. L. Padnya, I. I. Stoikov, ACTUAL PROBLEMS OF ORGANIC CHEMISTRY AND BIOTECHNOLOGY (OCBT2020): Proceedings of the International Scientific Conference, 2390, ACTUAL PROBLEMS OF ORGANIC CHEMISTRY AND BIOTECHNOLOGY (OCBT2020): Proceedings of the International Scientific Conference, 2022, 020084
Alena Vavilova, Pavel Padnya, Timur Mukhametzyanov, Aleksey Buzyurov, Konstantin Usachev, Daut Islamov, Marat Ziganshin, Artur Boldyrev, Ivan Stoikov, “2D Monomolecular Nanosheets Based on Thiacalixarene Derivatives: Synthesis, Solid State Self-Assembly and Crystal Polymorphism”, Nanomaterials, 10:12 (2020), 2505
A. I. Konovalov, I. S. Antipin, V. A. Burilov, T. I. Madzhidov, A. R. Kurbangalieva, A. V. Nemtarev, S. E. Solovieva, I. I. Stoikov, V. A. Mamedov, L. Ya. Zakharova, E. L. Gavrilova, O. G. Sinyashin, I. A. Balova, A. V. Vasilyev, I. G. Zenkevich, M. Yu. Krasavin, M. A. Kuznetsov, A. P. Molchanov, M. S. Novikov, V. A. Nikolaev, L. L. Rodina, A. F. Khlebnikov, I. P. Beletskaya, S. Z. Vatsadze, S. P. Gromov, N. V. Zyk, A. T. Lebedev, D. A. Lemenovskii, V. S. Petrosyan, V. G. Nenaidenko, V. V. Negrebetskii, Yu. I. Baukov, T. A. Shmigol', A. A. Korlyukov, A. S. Tikhomirov, A. E. Shchekotikhin, V. F. Traven', L. G. Voskresenskii, F. I. Zubkov, O. A. Golubchikov, A. S. Semeikin, D. B. Berezin, P. A. Stuzhin, V. D. Filimonov, E. A. Krasnokutskaya, A. Yu. Fedorov, A. V. Nyuchev, V. Yu. Orlov, R. S. Begunov, A. I. Rusakov, A. V. Kolobov, E. R. Kofanov, O. V. Fedotova, A. Yu. Egorova, V. N. Charushin, O. N. Chupakhin, Yu. N. Klimochkin, V. A. Osyanin, A. N. Reznikov, A. S. Fisyuk, G. , “Modern Trends of Organic Chemistry in Russian Universities”, Russ J Org Chem, 54:2 (2018), 157
Alena A Vavilova, Ivan I Stoikov, “p-tert-Butylthiacalix[4]arenes functionalized by N-(4'-nitrophenyl)acetamide and N,N-diethylacetamide fragments: synthesis and binding of anionic guests”, Beilstein J. Org. Chem., 13 (2017), 1940
A. A. Vavilova, R. V. Nosov, I. I. Stoikov, “Selective fluoride ion recognition by a thiacalix[4]arene receptor containing N-(4-nitrophenyl)acetamide and 1-amidoanthraquinone fragments”, Mendeleev Commun., 26:6 (2016), 508–510
Pavel L. Padnya, Elena A. Andreyko, Olga A. Mostovaya, Ildar Kh. Rizvanov, Ivan I. Stoikov, “The synthesis of new amphiphilic p-tert-butylthiacalix[4]arenes containing peptide fragments and their interaction with DNA”, Org. Biomol. Chem., 13:21 (2015), 5894
Elena A. Andreyko, Pavel L. Padnya, Rozalina R. Daminova, Ivan I. Stoikov, “Supramolecular “containers”: self-assembly and functionalization of thiacalix[4]arenes for recognition of amino- and dicarboxylic acids”, RSC Adv., 4:7 (2014), 3556
Rajesh Kumar, Yeon Ok Lee, Vandana Bhalla, Manoj Kumar, Jong Seung Kim, “Recent developments of thiacalixarene based molecular motifs”, Chem. Soc. Rev., 43:13 (2014), 4824
I. I. Stoikov, R. R. Sitdikov, O. A. Mostovaya, “Aminoanthraquinone derivatives based on p-tert-butylthiacalix[4]arene. Synthesis and fluorescence properties”, Russ J Org Chem, 50:4 (2014), 581
Elena A. Andreyko, Pavel L. Padnya, Ivan I. Stoikov, “Supramolecular self-assembly of water-soluble nanoparticles based on amphiphilic p-tert-butylthiacalix[4]arenes with silver nitrate and fluorescein”, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 454 (2014), 74
A. V. Galukhin, I. I. Stoikov, “Guanidine-equipped thiacalix[4]arenes: synthesis, interaction with DNA and aggregation properties”, Mendeleev Commun., 24:2 (2014), 82–84
V. A. Burilov, R. I. Nugmanov, R. R. Ibragimova, S. E. Solovieva, I. S. Antipin, A. I. Konovalov, “Microwave-assisted Alkylation of p-tert-butylcalix[4]arene Lower Rim: The Effect of Alkyl Halides”, Mendeleev Commun., 23:2 (2013), 113–115
A. V. Galukhin, E. A. Andreyko, I. Kh. Rizvanov, I. I. Stoikov, “Pentakis-thiacalix[4]Arenes with Nitrile Fragments: Receptor Properties toward Cations of Some s-and d-metals and Self-assembly of Nanoscale Aggregates”, Mendeleev Commun., 23:4 (2013), 196–198
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