Аннотация:
The course of the acid-catalysed Prins reaction of tetrahydropyridines 1 with formaldehyde, leading to derivatives of piperidinodioxane 4 and 3-oxa-7-azabicyclononanes 5 and 6, is dramatically changed in the presence of manganese dioxide to give new products, 6-oxa-2-azabicyclo[3.2.1]octan-4-ones 7 and 8.
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
A. T. Soldatenkov, K. B. Polyanskii, V. V. Shereshovets, S. A. Soldatova, N. D. Sergeeva, N. M. Kolyadina, N. N. Lobanov, “Prins reaction under manganese dioxide control: the synthesis of 6-oxa-2-azabicyclo[3.2.1]octan-4-ones from tetrahydropyridines and formaldehyde”, Mendeleev Commun., 11:1 (2001), 27–29
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc4200
https://www.mathnet.ru/rus/mendc/v11/i1/p27
Эта публикация цитируется в следующих 6 статьяx:
Alejandro Mahía, Ramón Badorrey, José A. Gálvez, María D. Díaz-de-Villegas, “Diastereoselective Construction of the 6-Oxa-2-azabicyclo[3.2.1]octane Scaffold from Chiral α-Hydroxyaldehyde Derivatives by the Aza-Prins Reaction”, J. Org. Chem., 82:15 (2017), 8048
A. T. Soldatenkov, K. B. Polyanskii, N. M. Kolyadina, S. A. Soldatova, “Oxidation of heterocyclic compounds by manganese dioxide (Review)*”, Chem Heterocycl Comp, 45:6 (2009), 633
С. П. Громов, М. В. Фомина, “Успехи в синтезе 4-арил- и 4-гетарилпиридинов”, Усп. хим., 77:12 (2008), 1129–1152; S. P. Gromov, M. V. Fomina, “Advances in the synthesis of 4-aryl- and 4-hetarylpyridines”, Russian Chem. Reviews, 77:12 (2008), 1055–1077
Peter Szolcsányi, Tibor Gracza, “Novel Pd(ii)-catalysed N,O-bicyclisation as an efficient route to the 6-oxa-2-azabicyclo[3.2.1]octane skeleton”, Chem. Commun., 2005, no. 31, 3948
Anatoly T. Soldatenkov, Kyrill B. Polyanskii, Ayalew W. Temesgen, Svetlana A. Soldatova, Nataliya D. Sergeeva, Nadezhda M. Kolyadina, Nikolai N. Lobanov, “ChemInform Abstract: Prins Reaction under Manganese Dioxide Control: The Synthesis of 6‐Oxa‐2‐azabicyclo[3.2.1]octan‐4‐ones from Tetrahydropyridines and Formaldehyde.”, ChemInform, 32:28 (2001)
A. T. Soldatenkov, K. B. Polyanskii, V. V. Shereshovets, S. A. Soldatova, N. D. Sergeeva, N. M. Kolyadina, N. N. Lobanov, “One-pot condensation of 2-arylpropenes with formaldehyde and ammonium chloride: the synthesis of aryl substituted pyridines and 5,7,11-trioxa-1-azatricyclo[7.3.1.03,8]tridecanes”, Mendeleev Commun., 11:4 (2001), 154–155
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