Stereoselective hetero-Diels-Alder reaction of 3-(trifluoroacetyl)chromones with cyclic enol ethers: synthesis of 3-aroyl-2-(trifluoromethyl)pyridines with omega-hydroxyalkyl groups / Sosnovskikh Vyacheslav Ya.,Irgashev Roman A.,Khalymbadzha Igor A.,Slepukhin Pavel A. // TETRAHEDRON LETTERS. - 2007. - V. 48, l. 36. - P. 6297-6300.

ISSN/EISSN:

0040-4039 / нет данных

Type:

Article

Abstract:

3-(Trifluoroacetyl)chromones undergo heterodiene cycloaddition to 3,4-dihydro-2H-pyran and 2,3-dihydrofuran under mild conditions, producing novel fused pyrans with high stereoselectivity and in good yields. These pyrans were transformed into functionalized pyridines on treatment with ammonium acetate in ethanol. The structures of the endo-cycloadducts were established by 1H NMR spectroscopy and X-ray diffraction analysis. (c) 2007 Elsevier Ltd. All rights reserved.

Author keywords:

3-(Trifluoroacetyl)chromones; cyclic enol ethers; hetero-Diels-Alder reaction; fused pyrans; pyridines VINYL ETHER; 3-(POLYFLUOROACYL)CHROMONES; 3-(POLYHALOACYL)CHROMONES; 3-ACYLCHROMONES; CYCLOADDITIONS; AMINES; ACID

DOI:

10.1016/j.tetlet.2007.07.010

Web of Science ID:

ISI:000249216800014

Соавторы в МНС:

Другие поля

Поле	Значение
Month	SEP 3
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	VINYL ETHER; 3-(POLYFLUOROACYL)CHROMONES; 3-(POLYHALOACYL)CHROMONES; 3-ACYLCHROMONES; CYCLOADDITIONS; AMINES; ACID
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	17
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	20
Journal-ISO	Tetrahedron Lett.
Doc-Delivery-Number	206XS