Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/112215
Title: 2-aryl-6-Polyfluoroalkyl-4-Pyrones as Promising Rf-Building-Blocks: Synthesis and Application for Construction of Fluorinated Azaheterocycles
Authors: Usachev, S. A.
Nigamatova, D. I.
Mysik, D. K.
Naumov, N. A.
Obydennov, D. L.
Sosnovskikh, V. Y.
Issue Date: 2021
Publisher: MDPI AG
MDPI AG
Citation: 2-aryl-6-Polyfluoroalkyl-4-Pyrones as Promising Rf-Building-Blocks: Synthesis and Application for Construction of Fluorinated Azaheterocycles / S. A. Usachev, D. I. Nigamatova, D. K. Mysik et al. // Molecules. — 2021. — Vol. 26. — Iss. 15. — 4415.
Abstract: A convenient and general method for the direct synthesis of 2-aryl-6-(trifluoromethyl)-4-pyrones and 2-aryl-5-bromo-6-(trifluoromethyl)-4-pyrones has been developed on the basis of one-pot oxidative cyclization of (E)-6-aryl-1,1,1-trifluorohex-5-ene-2,4-diones via a bromination/dehy-drobromination approach. This strategy was also applied for the preparation of 2-phenyl-6-polyfluoroalkyl-4-pyrones and their 5-bromo derivatives. Conditions of chemoselective enediones bromination were found and the key intermediates of the cyclization of bromo-derivatives to 4-pyrones were characterized. Synthetic application of the prepared 4-pyrones has been demonstrated for the construction of biologically important CF3-bearing azaheterocycles, such as pyra-zoles, pyridones, and triazoles. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.
Keywords: 4-PYRONES
FLUORINATED HETEROCYCLES
REGIOSELECTIVE BROMINATION
Β-DIKETONES
URI: http://hdl.handle.net/10995/112215
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85112031440
PURE ID: 22983685
ISSN: 1420-3049
metadata.dc.description.sponsorship: Funding: This research was funded by the Russian Science Foundation, grant number 18-13-00186.
RSCF project card: 18-13-00186
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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