One-pot three-component reaction of 3-(polyfluoroacyl)chromones with active methylene compounds and ammonium acetate: regioselective synthesis of novel R(F)-containing nicotinic acid derivatives / Sosnovskikh Vyacheslav Ya.,Irgashev Roman A.,Kodess Mikhail I. // TETRAHEDRON. - 2008. - V. 64, l. 13. - P. 2997-3004.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

Reactions of 3-(polyfluoroacyl)chromones with acetoacetamide and ethyl acetoacetate in the presence of ammonium acetate proceed at the C-2 atom of the chromone system with pyrone ring-opening and subsequent cyclization to 5-salicyloyl-2-methyl-6-(trifluoromethyl)nicotinamides, ethyl 5-salicyloyl-2-methyl-6-(trifluoromethyl)nicotinates, and ethyl 5-hydroxy-2-methyl-5-(polyfluoroalkyl)-5H-chromeno{[}4,3-b]pyridine-3-ca rboxylates. Similar reaction with beta-aminocrotononitrile gave 5-hydroxy-2-methyl-5-(polyfluoroalkyl)-5H-chromeno{[}4,3-b]pyridine-3-ca rbonitriles. (C) 2008 Elsevier Ltd. All rights reserved.

Author keywords:

three-component reactions; 3-(polyfluoroacyl)chromones; active methylene compounds; ammonium acetate; nicotinic acid derivatives CONVENIENT SYNTHESIS; 4-OXO-4H-1-BENZOPYRAN-3-CARBOXALDEHYDES; 4-TRIFLUOROMETHYLPYRIDINES; 3-(POLYHALOACYL)CHROMONES; ENAMINES; PYRIDINE; ANALOGS; AMINES

DOI:

10.1016/j.tet.2008.01.076

Web of Science ID:

ISI:000254040500013

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAR 24
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	CONVENIENT SYNTHESIS; 4-OXO-4H-1-BENZOPYRAN-3-CARBOXALDEHYDES; 4-TRIFLUOROMETHYLPYRIDINES; 3-(POLYHALOACYL)CHROMONES; ENAMINES; PYRIDINE; ANALOGS; AMINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	vyacheslav.sosnovskikh@usu.ru
ResearcherID-Numbers	Irgashev, Roman/E-5077-2017
ORCID-Numbers	Irgashev, Roman/0000-0002-8428-1748
Number-of-Cited-References	29
Usage-Count-Since-2013	5
Journal-ISO	Tetrahedron
Doc-Delivery-Number	274ZE