Reactions of pyrazinium salts with phenols: from sigma(H)-adducts to S-N (H) products and transformations into benzo{[}b]furans / Verbitskiy E. V.,Kvashnin Yu A.,Slepukhin P. A.,Kuchin A. V.,Rusinov G. L.,Chupakhin O. N.,Charushin V. N. // RUSSIAN CHEMICAL BULLETIN. - 2011. - V. 60, l. 5. - P. 919-928.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

The reaction of 5-(het)aryl-2,3-dicyano-1-ethylpyrazinium salts with phenol derivatives affords relatively stable dihydropyrazines, whereas the reactions of 6-(het)aryl-1,2,5-oxadiazolo{[}3,4-b]pyrazin-4-ium protic salts, depending on the phenol structure, result in products of nucleophilic substitution of hydrogen or open-chain transformation products: benzo{[}b]furan-substituted derivatives. The crystallographic data on the spatial structure of all types of the synthesized products were obtained.

Author keywords:

pyrazinium salts; phenols; 1,2-dihydropyrazines; sigma(H)-adducts; nucleophilic substitution of hydrogen (S-N(H)) 1-ETHYL-1,4-DIAZINIUM SALTS; ANTIOXIDANTS; DERIVATIVES; NUCLEOPHILES; AUTOXIDATION; ANALOGS

DOI:

10.1007/s11172-011-0144-5

Web of Science ID:

ISI:000297153800020

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	MAY
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	1-ETHYL-1,4-DIAZINIUM SALTS; ANTIOXIDANTS; DERIVATIVES; NUCLEOPHILES; AUTOXIDATION; ANALOGS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	Verbitsky@ios.uran.ru Kutchin-av@chemi.komisc.ru
Funding-Acknowledgement	Russian Academy of Sciences (Ural Branch) {[}09-P-3-1015, 09-T-3-1022]; Ministry of Education and Science of the Russian Federation; Russian Foundation for Basic Research {[}09-03-12242-ofi\_m, VNSh-65261.2010.3]
Funding-Text	This work was financially supported by the Russian Academy of Sciences (Program of the Ural Branch of the Russian Academy of Sciences Nos 09-P-3-1015 and 09-T-3-1022), the Ministry of Education and Science of the Russian Federation, and the Russian Foundation for Basic Research (Project Nos 09-03-12242-ofi\_m and VNSh-65261.2010.3).
Number-of-Cited-References	32
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	2
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	849VQ