Tetrahedron

Halogenation of fluorinated cyclic 1, 3-dicarbonyl compounds: new aspects of synthetic application

DV Sevenard, M Vorobyev, VY Sosnovskikh, H Wessel…

Index: Sevenard, Dmitri V.; Vorobyev, Mikhail; Sosnovskikh, Vyacheslav Ya.; Wessel, Helma; Kazakova, Olesya; Vogel, Vera; Shevchenko, Nikolay E.; Nenajdenko, Valentine G.; Lork, Enno; Roeschenthaler, Gerd-Volker Tetrahedron, 2009 , vol. 65, # 36 p. 7538 - 7552

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Citation Number: 21

Abstract

In order to elaborate on an approach towards 2-(fluoroacyl) phenols being the superior alternative to the conventional Fries-rearrangement based methodology, the behaviour of cyclic fluorinated 1, 3-dicarbonyls in reactions with halogenating agents was examined. The synthetic relevance of the polyhalogenated compounds obtained was demonstrated by the synthesis of several new heterocycles. An aromatization via a halogenation– ...