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Synthesis of novel fluorinated 4H-benzo[h]chromen-4-one and 4H-pyrano[3,2-h]quinolin-4-one derivatives
Authors:Maurice Médebielle  Robert Keirouz  Dai Shibata
Institution:a Université Claude Bernard Lyon 1 (UCBL), Université de Lyon, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Equipe SERCOF, UMR 5246 CNRS-UCBL-INSA-CPE, 43 bd du 11 Novembre 1918, 69622 Villeurbanne Cedex, France
b Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan
c Graduate School of Science and Technology, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan
d Department of Chemistry, University of Florida, Gainesville, FL 32611, USA
Abstract:New fluorinated 4H-benzoh]chromen-4-one and 4H-pyrano3,2-h]quinolin-4-one derivatives are obtained in moderate to good yields, through a one-pot aldolization-intramolecular SNAr process, from the tetrakis(dimethylamino)ethylene (TDAE) mediated reductive cleavage of two N,N-dimethylamino-bis-chlorodifluoroacetyl substrates in the presence of heteroaryl aldehydes.
Keywords:Tetrakis(dimethylamino)ethylene  Electron transfer  Fluorine  Flavone  SNAr
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