Biginelli condensations of fluorinated 3-oxo esters and 1,3-diketones {[}1] / Saloutin VI,Burgart YV,Kuzueva OG,Kappe CO,Chupakhin ON // JOURNAL OF FLUORINE CHEMISTRY. - 2000. - V. 103, l. 1. - P. 17-23.

ISSN/EISSN:

0022-1139 / нет данных

Type:

Article

Abstract:

Condensation of fluorinated 3-oxo esters or 1,3-diketones with benzaldehyde and (thio)urea results in the diastereoselective formation of 4-fluoroalkyl-4-hydroxy-2-oxo(thioxo)-6-phenyl-hexahydropyrimidine-5-car boxylates from which by dehydration under acidic conditions the corresponding 6-fluoroalkyl-2-oxo(thioxo)-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carb oxylates were obtained. Under the same conditions, hexafluoroacetylacetone furnishes 4,6-dihydroxy-4,6-di(trifluoromethyl)-hexahydropyrimidin-2-one Some further reactions of these pyrimidine derivatives leading to fused heterocycles are described. (C) 2000 Elsevier Science S.A. All rights reserved.

Author keywords:

fluoroalkyl 3-oxo esters and 1,3-diketones; Biginelli reaction; hexahydropyrimidines INTERMEDIATE

DOI:

10.1016/S0022-1139(99)00216-X

Web of Science ID:

ISI:000086722500004

Соавторы в МНС:

Другие поля

Поле	Значение
Month	APR
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Keywords-Plus	INTERMEDIATE
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017 Kappe, C. Oliver/C-9771-2011
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410 Kappe, C. Oliver/0000-0003-2983-6007
Number-of-Cited-References	14
Usage-Count-Since-2013	3
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	308PR