phenoxydifluoromethyl substituted nitrogen heterocycles. synthesis and heterocyclization reactions of ethyl 4,4-difluoro- 4-phenoxyacetoacetatephenoxydifluoromethyl取代氮杂环化合物。.pdfVIP

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phenoxydifluoromethyl substituted nitrogen heterocycles. synthesis and heterocyclization reactions of ethyl 4,4-difluoro- 4-phenoxyacetoacetatephenoxydifluoromethyl取代氮杂环化合物。.pdf

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phenoxydifluoromethyl substituted nitrogen heterocycles. synthesis and heterocyclization reactions of ethyl 4,4-difluoro- 4-phenoxyacetoacetatephenoxydifluoromethyl取代氮杂环化合物。

Molecules 2004, 9, 164-169 molecules ISSN 1420-3049 Phenoxydifluoromethyl Substituted Nitrogen Heterocycles. Synthesis and Heterocyclization Reactions of Ethyl 4,4-Difluoro- 4-phenoxyacetoacetate S.Yu. Solodukhin, A.S. Peregudov, E.V. Vorontsov and N.D. Chkanikov* A. N. Nesmeyanov Institute of Organoelement Compounds (INEOS), Russian Academy of Sciences, Vavilov Str. 28, 119991 Moscow, Russia * Author to whom correspondence should be addressed. Phone: (+7) 095 135-6489. E-mail: nchkan@ineos.ac.ru Received: 15 January 2004 / Accepted: 18 January 2004 / Published: 28 February 2004 Abstract: Ethyl 4,4-difluoro-4-phenoxyacetoacetate was obtained and studied as a precursor to new heterocyclic compounds. 6-Hydroxypyrimidine, 1,3-dihydro-1,5- benzodiazepin-2-one, quinolin-2-one and 6-hydroxypyrazolo[3,4-b]pyridine derivatives containing phenoxydifluoromethyl groups were synthesized. These results make it possible to introduce aryloxydifluoromethyl substituents for the design of biologically active heterocycles. Keywords: Ethyl 4,4-difluoro-4-phenoxyacetoacetate, heterocyclization reactions, phenoxydifluoromethyl group, biologically active heterocycles. Introduction For the most part, a search for biologically active compounds in the series of polyfluoroalkylated heterocycles follows the path of synthesis of various heterocyclic structures containing a limited set of polyfluoroalkyl substituents [1,2]. Development of methodology for introduction o