Reactions of fluoroalkyl-containing lithium 1,3-diketonates with diaminoarenes and 2-aminobenzenethiol / Filyakova V. I.,Boltacheva N. S.,Sevenard D. V.,Charushin V. N. // RUSSIAN CHEMICAL BULLETIN. - 2010. - V. 59, l. 9. - P. 1791-1796.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

1,5-Benzo{[}b]- and 1,5-naphtho{[}2,3-b]diazepines were synthesized by the reaction of lithium 1,3-diketonates with 1,2-diaminobenzene and 2,3-diaminonaphthalene in an MeOH-AcOH-HCl mixture at 0 A degrees C. The reactions of fluoroalkyl-containing lithium 1,3-diketonates with 1,2-diaminobenzene and 1,2-diamino-4,5-difluorobenzene under reflux in acetic acid afford 2-fluoroalkyl-containing benzimidazoles as the major products, whereas the reaction with 2-aminothiophenol gives 2-phenylbenzothiazole. The reactions of lithium diketonate containing the cyclohexane and cyclopentane moieties with 1,2-diaminoarenes and 2-aminobenzenethiol are accompanied by the opening of the carbocycle to form 2-(6-oxo-7,7,7-trifluoroheptyl)benzimidazole and 2-(5-oxo-6,6,6-trifluorohexyl)benzothiazole hydrates, respectively.

Author keywords:

fluoroalkyl-containing lithium 1,3-diketonates; 1,2-diaminobenzene; 2,3-diaminonaphthalene; 1,2-diamino-4,5-difluorobenzene; 2-aminobenzenethiol; 1,5-benzo{[}b]diazepines; 1,5-naphtho{[}2,3-b]diazepin CONTAINING BETA-DIKETONES; DERIVATIVES; SALTS

DOI:

10.1007/s11172-010-0314-x

Web of Science ID:

ISI:000286612600020

Соавторы в МНС:

Другие поля

Поле	Значение
Month	SEP
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	CONTAINING BETA-DIKETONES; DERIVATIVES; SALTS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	vif@ios.uran.ru
Funding-Acknowledgement	Council on Grants of the President of the Russian Federation {[}NSh-65261.2010.3]
Funding-Text	This study was financially supported by the Council on Grants of the President of the Russian Federation (Program for State Support of Leading Scientific Schools of the Russian Federation, Grant NSh-65261.2010.3).
Number-of-Cited-References	25
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	5
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	711SV