Abstract:
1,2-H-Diaziridines can be successfully alkylated only at one of the ring nitrogen atoms, whereas preliminary metalation is required for introducing an alkyl substituent at the second nitrogen atom; this metalation was performed using N-sodium salts as an example.
Document Type:
Article
Language: English
Citation:
N. N. Makhova, G. A. Karpov, A. N. Mikhailyuk, L. I. Khmel'nitskii, “N-Alkylation of diaziridines”, Mendeleev Commun., 9:3 (1999), 112–114
Linking options:
https://www.mathnet.ru/eng/mendc4550
https://www.mathnet.ru/eng/mendc/v9/i3/p112
This publication is cited in the following 7 articles:
Dmitry V. Khakimov, Leonid L. Fershtat, Tatyana S. Pivina, Nina N. Makhova, “Nitrodiaziridines: Unattainable yet, but Desired Energetic Materials”, J. Phys. Chem. A, 125:18 (2021), 3920
Julia M. Allen, Tristan H. Lambert, “Synthesis and characterization of a diaziridinium ion. Conversion of 3,4-dihydroisoquinolines to 4,5-dihydro-3H-benzo[2,3]diazepines via a formal N-insertion process”, Tetrahedron, 70:27-28 (2014), 4111
G.D. McAllister, A. Perry, R.J.K. Taylor, Comprehensive Heterocyclic Chemistry III, 2008, 539
M. Hiersemann, Comprehensive Organic Functional Group Transformations II, 2005, 411
N. N. Makhova, A. N. Mikhailyuk, V. V. Kuznetsov, S. A. Kutepov, P. A. Belyakov, “Effective synthesis of 1,2-di-, 1,2,3-tri-, 1,2,3,3-tetraalkyldiaziridines and 1,5-diazabicyclo[3.1.0]hexanes”, Mendeleev Commun., 10:5 (2000), 182–185
Nina N. Makhova, Gennadii A. Karpov, Anatolii N. Mikhailyuk, Lenor I. Khmel'nitskii, “ChemInform Abstract: N‐Alkylation of Diaziridines.”, ChemInform, 30:38 (1999)
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