Halogenation of fluorinated 1,3,5-triketones / Sevenard Dmitri V.,Kazakova Olesya,Chizhov Dmitri L.,Yachevskii Danil S.,Lork Enno,Poveleit Jorn,Charushin Valery N.,Roschenthaler Gerd-Volker // HELVETICA CHIMICA ACTA. - 2007. - V. 90, l. 2. - P. 369-384.

ISSN/EISSN:

0018-019X / нет данных

Type:

Article

Abstract:

The behavior of linear and cyclic fluorinated 1,3,5-triketones and their metal derivatives towards common halogenating agents was examined, and optimal reaction conditions for the straightforward synthesis of mono-, di-, and tetrahalogenated products were found (Schemes 1-3). An aromatization through a double HBr elimination from an alpha,alpha'-dibrominated cyclohexanone was shown to be a promising synthetic route to 1,1'-(2-hydroxy-1,3-phenylene)bis{[}2,2,2-trifluoroethanones] (-2,6-bis(trifluoroacetyl)phenols; Scheme 4). Additionally, the 1,3,5-triketones prepared add readily H2O or alcohols to produce novel bridged 2,6-dihydroxypyran-4-ones (Scheme 2). The structure of the obtained compounds 6a and 7a was confirmed by X-ray structure analysis.

Author keywords:

BETA-DIKETONES; FORM 1,3,5-TRIKETONES; METHYL GROUP; DERIVATIVES; CHEMISTRY; KETOESTERS; SYSTEM; ESTERS; AGENTS; CONDENSATIONS

DOI:

10.1002/hlca.200790043

Web of Science ID:

ISI:000244963700016

Соавторы в МНС:

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Другие поля

Поле	Значение
Publisher	WILEY-V C H VERLAG GMBH
Address	PO BOX 10 11 61, D-69451 WEINHEIM, GERMANY
Language	English
Keywords-Plus	BETA-DIKETONES; FORM 1,3,5-TRIKETONES; METHYL GROUP; DERIVATIVES; CHEMISTRY; KETOESTERS; SYSTEM; ESTERS; AGENTS; CONDENSATIONS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	ard@chemie.uni-bremen.de
Number-of-Cited-References	72
Usage-Count-Since-2013	2
Journal-ISO	Helv. Chim. Acta
Doc-Delivery-Number	146VV