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СИНТЕЗ НОВЫХ α-АМИНОФОСФОНАТОВ НА ОСНОВЕ ЦИКЛОГЕКСИЛАМИНОВ В УСЛОВИЯХ РЕАКЦИИ КАБАЧНИКА-ФИЛДСА
Автор(ы)
Дата публикации
17 апреля 2021 г.
Тип
journal article
Аннотация
New α-aminophosphonates were synthesized and characterized by the interaction of cyclohexylamine and 1-ethynyl-1-amino-cyclohexane with various benzaldehydes and diethyl phosphite under the conditions of the Kabachnik-Filds reaction. The composition and structure of the synthesized compounds were confirmed by IR, NMR 1 H and 31P spectroscopy References [1] Cherkasov R.A., Galkin V.I. Reakcija Kabachnika-Fildsa: Sinteticheskij potencial i problem mehanizma // Usp. himii. 1998. Vol. 67, vyp. 10. P. 940-968. [2] Kosyhova L.A., Pikshilingajte Ju.-V.K., Zaks A.S., Rabotnikov Ju.M. Sintezi protivo vospalitel'naja aktivnost' diamidofosforil'nyh proizvodnyh aminociklogeksana // Him-farm. zh. 1996. No. 5. P. 45-46. [3] Dzhiembaev B.Zh. α-оksi- α-aminofosfonatyshestichlennyh (N, O, S, Se) geterociklov. Almaty: Kompleks, 2003. 234 p. [4] Cherkasov R.A., Galkin V.I, Galkina I.V., Garifzjanov A.R., Sobanov A.A. Aminofosfo-naty: mehanizmy obrazovanija, reakcionnaja sposobnost' i analiticheskie svojstva // Butlerovskie soobshhenija. 2005. Vol. 6. P. 30-36. [5] Glushkov V.A., P'yankova O.S., Anikina L.V., Vikharev Yu.B., Feshina Ye.V., Shklyayev Yu.V., Tolstikov A.G. Sintez i neyrotropnaya aktivnost' proizvodnykh tsiklogeksilamina // Khim.-farm. registr. 2006. Vol. 40, No. 6. P. 80-84. [6] Pawel Kafarski, Micha Gornyvel Gorniak and Iga Andrasiak Kabachnik-Fields Reaction Under Green Conditions – A Critical Overview // Current Green Chemistry. 2015. 2. P. 218-222. [7] Mucha A., Kafarski P., Berlicki Ł. Remarkable Potential of ther-Aminophosphona-te/Phosphinate Structural Motif in Medicinal Chemistry J. Med. Chem. 2011. 54. 5955. [8] Adam Tajti, Erika Balint, Gyorgy Keglevich Micro wave-assisted synthesis of α-amino-phosphonates and related derivatives by the Kabachnik-Fields reaction // Phosphorus, Sulfur, and Silicon and the Related Elements. 2019. 194:4-6. P. 379-381. [9] Romanowska J., Kolodziej K., Sobkowski M., Rachwalak M., Jakubowski T., Golebiewska J., Kraszewski A., Boryski J., Dabrowska A., Stawinski J. Aryl H-phosphonates. 19. New anti-HIV pronucleotidephosphoramidatediesters containing amino- and hydroxypyridineauxiliaries // Eur. J. Med. Chem. 2019. 164. 47. [10] Romero-Estudillo I., Viveros-Ceballos J.L., Cazares-Carreno O., Gonzalez-Morales A., de Jesus B.F., Lopez-Castillo M., Razo-Hernandez R.S., Castaneda-Corral G., Ordonez M. 000Synthesis of new α-aminophosphonates: Evaluation as antiinflammatory agents and QSAR studies Bioorg. Med. Chem. 2019. 27. 2376. [11] Smolobochkin A.V., Gazizov, A.S. Doszhanova K.A., Dzhiyembayev B.Zh., Kuandyko-va A.B., Burilov A.R., Pudovik M.A Sintez novykh a-aminofosfonatov na osnove tsiklogeksilamina // Zhurnal organicheskoy khimii. 2020. Vol. 90, No. 6. P. 980-984. [12] Kuandykova A.B., Doszhanova K.A., Myrzakhmetova N.O., Kishibayev K.O. Sintez novykh a-aminofosfonatov v usloviyakh reaktsii Pudovika // Khimicheskiy zhurnal Kazakhstana. 2020. No. 1(69). P. 198-204.
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