3-Nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes: synthesis and reactions with nucleophiles / Barkov Alexey Yu.,Korotaev Vladislav Yu.,Kotovich Ivan V.,Zimnitskiy Nikolai S.,Kutyashev Igor B.,Sosnovskikh Vyacheslav Ya. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2016. - V. 52, l. 10. - P. 814-822.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

A method is proposed for the synthesis of 3-nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes by tandem condensation of salicylic aldehydes with (E)-3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene in the presence of triethylamine. The example of 3-nitro-2-phenyl-2-(trifluoromethyl)-2H-chromene was used to demonstrate conjugated addition reactions with enamines, nitromethane, and aniline, which are characteristic for this class of compounds. The structure of the obtained products was confirmed by X-ray structural analysis.

Author keywords:

3,3,3-trifluoro-1-nitro-2-phenylprop-1-ene; 3-nitro-2-phenyl-2-(trifluoromethyl)-2H-chromenes; salicylic aldehydes; 2,2,3,4-tetrasubstituted chromanes; diastereoselectivity; nucleophilic addition STEREOSELECTIVE ADDITION; 3-NITRO-2-TRIHALOMETHYL-2H-CHROMENES; 3-NITRO-2-(TRIFLUOROMETHYL)-2H-CHROMENES; 3-NITRO-2H-CHROMENES

DOI:

10.1007/s10593-016-1971-y

Web of Science ID:

ISI:000389407100012

Соавторы в МНС:

Другие поля

Поле	Значение
Month	OCT
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	STEREOSELECTIVE ADDITION; 3-NITRO-2-TRIHALOMETHYL-2H-CHROMENES; 3-NITRO-2-(TRIFLUOROMETHYL)-2H-CHROMENES; 3-NITRO-2H-CHROMENES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	korotaev.vladislav@urfu.ru
ResearcherID-Numbers	Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116
Funding-Acknowledgement	government of the Russian Federation (program 211) {[}02.A03.21.0006]
Funding-Text	The work was financially supported by the government of the Russian Federation (program 211, contract No. 02.A03.21.0006).
Number-of-Cited-References	21
Usage-Count-Last-180-days	5
Usage-Count-Since-2013	9
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	EE2IJ