Straightforward Three-Component Synthesis of N′,N′′-Disubstituted N -Alkyl-1,3,5-Triazinanes

Efficient approaches towards the synthesis of various N-substituted 1,3,5-triazinanes based on a transformation of N -alkyl-1,5,3-dioxazepanes or on a domino reaction involving condensation of various amines, amides, and paraformaldehyde are described for the first time. Mg(ClO 4) 2 was shown to be one of the most potent additives for the condensation. The proposed approaches permit the synthesis of a broad spectrum of substituted sym -triazinanes in good yields with relatively easy workup. In the case of the multicomponent reaction, the approach allows the preparation of the target substances from simple and easily accessible reagents. The representatives of the resulting compounds were found to possess no antimicrobial or cytotoxic activity in in vitro bioassays. © 2020. Thieme. All rights reserved.

Authors
Kletskov A.V. 1 , Frontera A.2 , Sinelshchikova A.A.3 , Grigoriev M.S.3 , Zaytsev V.P. 1 , Grudova M.V. 1 , Bunev A.S.4 , Presnukhina S.5 , Shetnev A. 5 , Zubkov F.I. 1
Journal
Number of issue
11
Language
English
Pages
1067-1072
Status
Published
Volume
31
Year
2020
Organizations
  • 1 Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia, Rudn University, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 2 Department of Chemistry, Universitat de les Illes Balears, Crta. de Valldemossa km 7.7, Palma de Mallorca (Baleares), 07122, Spain
  • 3 Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr. 31, bld. 4, Moscow, 119071, Russian Federation
  • 4 Medicinal Chemistry Center, Togliatti State University, 14 Belorusskaya St., Togliatti, 445020, Russian Federation
  • 5 Pharmaceutical Technology Transfer Center, Yaroslavl State Pedagogical University, K. D. Ushinsky, 108 Respublikanskaya St., Yaroslavl, 150000, Russian Federation
Keywords
amides; amines; domino reaction; sulfonamides; thiourea; triazinanes
Date of creation
02.11.2020
Date of change
10.08.2021
Short link
https://repository.rudn.ru/en/records/article/record/64604/
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