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Mendeleev Communications, 2009, Volume 19, Issue 5, Pages 281–283
DOI: https://doi.org/10.1016/j.mencom.2009.09.018
(Mi mendc3200)
 

This article is cited in 10 scientific papers (total in 10 papers)

Cyanomethylamines and azidomethylamines: new general methods of the synthesis and transformations

O. G. Nabiev, Z. O. Nabizade, R. G. Kostyanovsky

N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
Abstract: Simple and efficient methods have been developed to obtain cyanomethylamines and azidomethylamines using reactions of methoxymethylamines with TMSCN and TMSN3, respectively. In the case of dimethylformamide dimethylacetal, only one MeO group was substituted with CN, and an unexpected direction of the subsequent azidation was found. Adducts of azidomethylamines with DMAD were studied, and the base-catalyzed isomerization of symmetric triazoles into non-symmetric ones was revealed.
Document Type: Article
Language: English


Citation: O. G. Nabiev, Z. O. Nabizade, R. G. Kostyanovsky, “Cyanomethylamines and azidomethylamines: new general methods of the synthesis and transformations”, Mendeleev Commun., 19:5 (2009), 281–283
Linking options:
  • https://www.mathnet.ru/eng/mendc3200
  • https://www.mathnet.ru/eng/mendc/v19/i5/p281
  • This publication is cited in the following 10 articles:
    1. Klaus Banert, Tom Pester, “Too Short-Lived or Not Existing Species: N-Azidoamines Reinvestigated”, J. Org. Chem., 84:7 (2019), 4033  crossref
    2. Parham Taslimi, Cuneyt Caglayan, Vagif Farzaliyev, Oruj Nabiyev, Afsun Sujayev, Fikret Turkan, Ruya Kaya, İlhami Gulçin, “Synthesis and discovery of potent carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase, and α‐glycosidase enzymes inhibitors: The novel N,N′‐bis‐cyanomethylamine and alkoxymethylamine derivatives”, J Biochem & Molecular Tox, 32:4 (2018)  crossref
    3. Paulina E. Gonzalez, Hemant K. Sharma, Sanchita Chakrabarty, Alejandro Metta‐Magaña, Keith H. Pannell, “Triethylsiloxymethyl‐N,N‐dimethylamine, Et3SiOCH2NMe2: A Dimethylaminomethylation (Mannich) Reagent for O–H, S–H, P–H and Aromatic C–H Systems”, Eur J Org Chem, 2017:37 (2017), 5610  crossref
    4. Klaus Banert, Patai's Chemistry of Functional Groups, 2017, 1  crossref
    5. E. P. Al'tova, R. G. Kostyanovskii, I. F. Shishkov, “Molecular structure of (cyanomethoxy)(dimethylamino)methane as studied by gas-phase electron diffraction and quantum-chemical calculations”, Russ. J. Phys. Chem., 88:4 (2014), 667  crossref
    6. R. G. Kostyanovsky, K. A. Lyssenko, O. G. Nabiev, G. K. Kadorkina, I. I. Chervin, “Novel 1,10-diaza-18-crown-6 derivatives”, Russ Chem Bull, 63:3 (2014), 772  crossref
    7. Nataliya Belskaya, Julia Subbotina, Svetlana Lesogorova, Topics in Heterocyclic Chemistry, 40, Chemistry of 1,2,3-triazoles, 2014, 51  crossref
    8. E. P. Altova, O. G. Nabiev, N. M. Karasev, R. G. Kostyanovsky, L. S. Khaikin, I. F. Shishkov, “Molecular Structure of N-azidomethyl-N,N-dimethylamine According to Gas-phase Electron Diffraction Data and Quantum-chemical Calculations”, Mendeleev Commun., 23:3 (2013), 166–167  mathnet  crossref
    9. Olga V. Dorofeeva, Alexander V. Mitin, Ekaterina P. Altova, Nikolai M. Karasev, Orudzh G. Nabiev, Lev V. Vilkov, Heinz Oberhammer, “Anomeric effect in N-azidomethylpyrrolidine: gas-phase electron diffraction and theoretical study”, Phys. Chem. Chem. Phys., 13:4 (2011), 1490  crossref
    10. Orudzh G. Nabiev, Zargalam O. Nabizade, Remir G. Kostyanovsky, “ChemInform Abstract: Geminal Systems. Part 58. Cyanomethylamines and Azidomethylamines: New General Methods of the Synthesis and Transformations.”, ChemInform, 41:6 (2010)  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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