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Prins cyclization: Synthesis of compounds with tetrahydropyran moiety over heterogeneous catalysts Научная публикация

Журнал Journal of Molecular Catalysis A: Chemical
ISSN: 1381-1169
Вых. Данные Год: 2015, Том: 410, Страницы: 260-270 Страниц : 11 DOI: 10.1016/j.molcata.2015.09.021
Ключевые слова Prins cyclization; Isopulegol; 3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol; (diol) Benzaldehyde; Zeolites; Metal supported catalysts
Авторы Stekrova Martina 1 , Maki-Arvela Paivi 1 , Kumar Narendra 1 , Behravesh Erfan 1 , Aho Atte 1 , Balme Quentin 1 , Volcho Konstantin P. 2,3 , Salakhutdinov Nariman F. 2,3 , Murzin Dmitry Yu. 1
Организации
1 (Данные Web of science) Abo Akad Univ, Lab Ind Chem & React Engn, FI-20500 Turku, Finland
2 (Данные Web of science) Russian Acad Sci, NN Vorozhtsov Inst Organ Chem, Novosibirsk 630090, Russia
3 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Реферат: Tetrahydropyrans, compounds with 6-membered oxygen-containing heterocycles, are widely used for the synthesis of biologically active compounds with analgesic, anti-inflammatory or cytotoxic activity. Synthesis of compounds with the desired structure can be realized by several methods, including the acidic catalyzed Prins cyclization of homoallylic alcohol with simple aldehydes. In the current study, synthesis of compounds with the desired tetrahydropyran framework by Prins cyclization of benzaldehyde and alcohols with different structure, namely isopulegol and 3-methyl-6-(prop-1-en-2-yl)cyclohex-3ene-1,2-diol, was investigated. Different parent zeolites as well as their metal modified forms and mesoporous materials were employed in the comparative investigation. Activity and selectivity of the tested catalysts were correlated with their physico-chemical properties. The highest conversion and selectivity toward the product with the tetrohydropyran structure was achieved using Ce-MCM-41 in the interactions of isopulegol and benzaldehyde. (C) 2015 Elsevier B.V. All rights reserved.
Библиографическая ссылка: Stekrova M. , Maki-Arvela P. , Kumar N. , Behravesh E. , Aho A. , Balme Q. , Volcho K.P. , Salakhutdinov N.F. , Murzin D.Y.
Prins cyclization: Synthesis of compounds with tetrahydropyran moiety over heterogeneous catalysts
Journal of Molecular Catalysis A: Chemical. 2015. V.410. P.260-270. DOI: 10.1016/j.molcata.2015.09.021 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 дек. 2015 г.
Идентификаторы БД:
Web of science: WOS:000365368100031
Scopus: 2-s2.0-84944052856
РИНЦ: 24961041
OpenAlex: W2196267481
Цитирование в БД:
БД Цитирований
Web of science 43
Scopus 43
OpenAlex 45
Альметрики: