Synthesis of pyrimido{[}1,2-a]benzimidazoles from ethyl 2-ethoxymethylidene-3-oxo-3-(polyfluoroalkyl)propionates / Goryaeva M. V.,Burgart Ya. V.,Saloutin V. I. // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2010. - V. 46, l. 3. - P. 432-438.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

Cyclization of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates with benzimidazol-2-amine in boiling 1,4-dioxane followed two concurrent pathways with participation of fluoroacyl and ethoxycarbonyl fragments and formation of, respectively, ethyl 4-hydroxy-4-polyfluoroalkyl-1,4-dihydropyrimido-{[}1,2-a]benzimidazole-3 -carboxylates and 3-polyfluoroacylpyrimido{[}1,2-a]benzimidazol-4-ols. Dihydropyrimido{[}1,2-a]benzimidazole derivatives undergo dehydration to give ethyl 4-(polyfluoroalkyl)pyrimido{[}1,2-a]benzimidazole-3-carboxylates, whereas the hydroxy group in 3-polyfluoroacylpyrimido{[}1,2-a]benzimidazol-4-ols is capable of being replaced by the amino group of the second benzimidazole molecule with formation of 4-(1H-benzimidazol-2-ylamino)-3-polyfluoroacylpyrimido{[}1,2-a]benzimida zoles.

Author keywords:

RING-CHAIN ISOMERISM; DERIVATIVES

DOI:

10.1134/S1070428010030231

Web of Science ID:

ISI:000277012800023

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAR
Publisher	MAIK NAUKA/INTERPERIODICA/SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	RING-CHAIN ISOMERISM; DERIVATIVES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	saloutin@ios.uran.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410
Funding-Acknowledgement	Russian Foundation for Basic Research {[}09-03-00274a]; Presidium of the Ural Division of the Russian Academy of Sciences {[}09-P-3-2001]; {[}02.740.11.-0260]
Funding-Text	This study was performed under financial support by the Russian Foundation for Basic Research (project no. 09-03-00274a), by state contract no. 02.740.11.-0260, and by the Presidium of the Ural Division of the Russian Academy of Sciences (program no. 09-P-3-2001).
Number-of-Cited-References	22
Usage-Count-Since-2013	7
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	587SL