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Synthesis of substituted 3,4-dihydropyrimidin-2(1H)-ones and pyrimidin-2(1H)-ones by the Biginelli reaction with 3,5-Di-tert-butyl-4-hydroxybenzaldehyde Научная публикация

Журнал Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393
Вых. Данные Год: 2009, Том: 45, Номер: 10, Страницы: 1535-1540 Страниц : 6 DOI: 10.1134/S1070428009100200
Авторы Sedova V.F. 1 , Krivopalov V.P. 1 , Shkurko O.P. 1
Организации
1 (Данные Web of science) Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Div, Novosibirsk 630090, Russia

Реферат: Three-component acid-catalyzed cyclocondensation of 3,5-di-tret-butyl-4-hydroxybenzaldehyde with urea and ethyl acetoacetate or alpha-nitroacetophenone (Biginelli reaction) under homogeneous conditions gave the corresponding 5-substituted 3,4-dihydropyrimidin-2(1H)-ones having in position 4 of the heteroring an aryl substituent with sterically shielded hydroxy group. The condensation catalyzed by inorganic salts (Fe3+, Co2+, Zn2+, Li+) was successful only with ethyl acetoacetate as initial methylene-active component. Under analogous conditions, acetophenone and 4-fluoroacetophenone gave rise to 4,6-diarylpyrimidin-2(1H)-ones which are capable of undergoing phenol-quinonemethide tautomerism.
Библиографическая ссылка: Sedova V.F. , Krivopalov V.P. , Shkurko O.P.
Synthesis of substituted 3,4-dihydropyrimidin-2(1H)-ones and pyrimidin-2(1H)-ones by the Biginelli reaction with 3,5-Di-tert-butyl-4-hydroxybenzaldehyde
Russian Journal of Organic Chemistry. 2009. V.45. N10. P.1535-1540. DOI: 10.1134/S1070428009100200 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 окт. 2009 г.
Опубликована online: 15 нояб. 2009 г.
Идентификаторы БД:
Web of science: WOS:000271810500020
Scopus: 2-s2.0-70450217553
РИНЦ: 15308034
OpenAlex: W2066169479
Цитирование в БД:
БД Цитирований
Web of science 8
Scopus 8
РИНЦ 8
OpenAlex 7
Альметрики: