Reactions of (E)-3,3,3-trichloro(trifluoro)-1-nitropropenes with enamines derived from cycloalkanones. A new type of ring-chain tautomerism in a series of cyclobutane derivatives and stereochemistry of the products / Korotaev V. Yu.,Barkov A. Yu.,Sosnovskikh V. Ya. // RUSSIAN CHEMICAL BULLETIN. - 2012. - V. 61, l. 9. - P. 1736-1749.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

Depending on the reaction conditions, the reactions of (E)-3,3,3-trichloro-1-nitropropene with cyclohexanone enamines led to bicyclo{[}4.2.0]octanes or trisubstituted enamines, which are the ring-chain tautomers capable of reversible transformations. Diastereoselectivity of the reactions of (E)-3,3,3-trichloro(trifluoro)-1-nitropropenes with cycloalkanone enamines were studied, a series of hitherto unknown CX3-containing nitroalkylated enamines and gamma-nitro ketones were synthesized, the structures of novel compounds were determined by NMR spectroscopy and X-ray diffraction.

Author keywords:

3,3,3-trihalo-1-nitropropenes; enamines; cyclobutanes; gamma-nitro ketones; organo-fluorine and organochlorine compounds; X-ray diffraction CYCLIC NITRONIC ESTERS; 1,2-OXAZINE N-OXIDES; CYCLOHEXANONE ENAMINES; NITROOLEFINS; 2-MORPHOLINOALK-1-ENES; NITROALKENES; VINYLAMINES; OLEFINS

DOI:

10.1007/s11172-012-0240-1

Web of Science ID:

ISI:000321916700009

Соавторы в МНС:

Другие поля

Поле	Значение
Month	SEP
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	CYCLIC NITRONIC ESTERS; 1,2-OXAZINE N-OXIDES; CYCLOHEXANONE ENAMINES; NITROOLEFINS; 2-MORPHOLINOALK-1-ENES; NITROALKENES; VINYLAMINES; OLEFINS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	Vyacheslav.Sosnovskikh@usu.ru
ResearcherID-Numbers	Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116
Funding-Acknowledgement	Russian Foundation for Basic Research {[}11-03-00126]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project No. 11-03-00126).
Number-of-Cited-References	31
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	10
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	184TP