Unusual heterocyclization of chalcone podands with 3-amino-1,2,4-triazole / Ovchinnikova I. G.,Valova M. S.,Matochkina E. G.,Kodess M. I.,Tumashov A. A.,Slepukhin P. A.,Fedorova O. V.,Rusinov G. L.,Charushin V. N. // RUSSIAN CHEMICAL BULLETIN. - 2011. - V. 60, l. 5. - P. 965-974.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

A new type of intramolecular cyclization of 1,5-bis{[}2-(E-3-oxo-3-phenylprop-1-enyl)-phenoxy]-3-oxapentane with 3-aminotriazole promoted by potassium ions was discovered. A cascade mechanism for the formation of crownophane with 4,7-dihydro{[}1,2,4]triazolo{[}1,5-a]-pyrimidine fragment was suggested. Effects of oligooxyethylene fragment of the chalcone podand and acid-base catalysis on the selectivity of the cyclocondensation processes and degree of oxidation of triazolopyrimidine fragments were studied. The product structures were confirmed by IR, (1)H and (13)C NMR spectroscopy and X-ray diffraction study.

Author keywords:

template synthesis; chalcone podand; crown ethers; cascade reaction; heterocyclization; 1,2,4-triazolo{[}1,5-a]pyrimidine-containing podands DERIVATIVES; TRANSFORMATIONS; ROTATION

DOI:

нет данных

Web of Science ID:

ISI:000297153800028

Соавторы в МНС:

—

Другие поля

Поле	Значение
Month	MAY
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	DERIVATIVES; TRANSFORMATIONS; ROTATION
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	iov@ios.uran.ru
Funding-Acknowledgement	Council on Grants at Russian Federation {[}NSh-65261.2010.3]; Presidium of the Ural Branch of the Russian Academy of Sciences {[}09-P-23-2001, 09-I-3-2004, 09-P-3-2001]
Funding-Text	This work was financially supported by the Council on Grants at the President of the Russian Federation (Program of State Support for Leading Scientific Schools of the Russian Federation, Grant NSh-65261.2010.3) and the Presidium of the Ural Branch of the Russian Academy of Sciences (Project Nos 09-P-23-2001, 09-I-3-2004, and 09-P-3-2001).
Number-of-Cited-References	36
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	5
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	849VQ