Infoscience

Journal article

The "off-shore" construction of optionally substituted 4-trifluoromethyl-2-quinolinones

Treatment of ortho-lithiated tert-Bu N-arylcarbamates (i.e., BOC-protected anilines) with N-(trifluoroacetyl)piperidine provides 2-(N-BOC-amino)aryl trifluoromethyl ketones which, upon reaction with an alpha-alkoxycarbonyl-substituted phosphorus ylide and acid (or base) yields 4-trifluoromethyl-2-quinolinones which may bear addnl. substituents at any available position. The method is convenient and expedient. [on SciFinder (R)]

    Keywords: Ylides Role: RCT (Reactant) ; RACT (Reactant or reagent) (phosphorus; prepn. of optionally substituted 4-trifluoromethyl-2-quinolinones from trifluoroacetylphenyl carbamates and phosphorus ylides) ; quinoline trifluoromethyl prepn trifluoroacetylphenyl carbamate phosphorus ylide

    Note:

    CAN 145:356615

    27-17

    Heterocyclic Compounds (One Hetero Atom)

    Laboratoire de Stereochimie (UMR CNRS 7509),Universite Louis Pasteur (ECPM),Strasbourg,Fr.

    Journal

    1434-193X

    written in English.

    340-07-8 (N-(Trifluoroacetyl)piperidine); 1099-45-2 (Ethyl triphenylphosphoranylideneacetate); 3422-01-3 (tert.-Butyl N-phenylcarbamate); 5717-37-3 (Ethyl methyltriphenylphosphoranylideneacetate); 60144-52-7; 141940-37-6; 201928-56-5 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of optionally substituted 4-trifluoromethyl-2-quinolinones from trifluoroacetylphenyl carbamates and phosphorus ylides); 328956-59-8P; 910299-57-9P; 910299-58-0P; 910299-59-1P; 910299-60-4P; 910299-61-5P; 910299-64-8P; 910299-65-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. of optionally substituted 4-trifluoromethyl-2-quinolinones from trifluoroacetylphenyl carbamates and phosphorus ylides); 25199-84-2P (4-Trifluoromethyl-2(1H)-quinolinone); 910299-62-6P (4,6-Bis(trifluoromethyl)-2(1H)-quinolinone); 910299-63-7P (5-Methoxy-4-trifluoromethyl-2(1H)-quinolinone); 910299-66-0P (3-Methyl-4-trifluoromethyl-2(1H)-quinolinone); 910299-67-1P (3-Methoxy-4-trifluoromethyl-2(1H)-quinolinone) Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of optionally substituted 4-trifluoromethyl-2-quinolinones from trifluoroacetylphenyl carbamates and phosphorus ylides)

    Reference

    Record created on 2007-03-07, modified on 2016-08-08

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