Synthesis and reactivity of 8-aza-5,7-dimethyl-2-trifluoroacetylchromone / Safrygin Alexander V.,Barabanov Mikhail A.,Irgashev Roman A.,Sosnovskikh Vyacheslav Ya. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2015. - V. 51, l. 9. - P. 838-844.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

Claisen condensation of 3-acetyl-4,6-dimethyl-2-pyridone with methyl 2-methoxytetrafluoropropionate in the presence of LiH in refluxing dioxane gave the corresponding 1,3-diketone, further converted by treatment with conc. H2SO4 to 5,7-dimethyl-2-(1-methoxytetrafluoroethyl)-8-azachromone and 5,7-dimethyl-2-trifluoroacetyl-8-azachromone, which was isolated as hydrate. The first of these azachromones reacted with dinucleophiles at the C-2 atom and the pyrone carbonyl group, while the second reacted at the C-2 atom and trifluoroacetyl group. Based on these compounds, we obtained new trifluoromethylated heterocyclic systems containing a 2-pyridone ring, as well as (8-azachromon-2-yl)(indol-3-yl)carbinols.

Author keywords:

8-azachromones; bis-hetarylcarbinols; 1,2-diamines; indoles; quinoxalines; trifluoromethylated heterocycles CHEMISTRY; HETEROCYCLES; DERIVATIVES; 2-(TRIFLUOROACETYL)CHROMONES; TRIFLUOROMETHYLATION; PRODUCTS; INDOLE

DOI:

10.1007/s10593-015-1784-4

Web of Science ID:

ISI:000367063100010

Соавторы в МНС:

Другие поля

Поле	Значение
Month	SEP
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	CHEMISTRY; HETEROCYCLES; DERIVATIVES; 2-(TRIFLUOROACETYL)CHROMONES; TRIFLUOROMETHYLATION; PRODUCTS; INDOLE
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	irgashev@ios.uran.ru vy.sosnovskikh@urfu.ru
ResearcherID-Numbers	Irgashev, Roman/E-5077-2017
ORCID-Numbers	Irgashev, Roman/0000-0002-8428-1748
Funding-Acknowledgement	Russian Science Fund {[}14-13-00388]
Funding-Text	This work received financial support from the Russian Science Fund (project No. 14-13-00388).
Number-of-Cited-References	28
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	4
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	CZ4HC