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Synlett 2001; 2001(6): 0833-0835
DOI: 10.1055/s-2001-14588
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A Convenient Selective N-Alkylation of 4-Oxo-1,4-dihydro-2-quinoline Carboxylic Acid

Dolorès Edmont* , Jacques Chenault
  • *Institut de Chimie Organique et Analytique, Université d'Orléans, B.P. 6759, 45067 Orléans Cedex 2, France; Fax + 33 2 3841-7281; E-mail: jacques.chenault@univ-orleans.fr
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Publication Date:
31 December 2001 (online)

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The selective N-alkylation of 4-oxo-1,4-dihydro-2-quinoline carboxylic acid has been achieved from 1,2-dihydro[1,4]oxazino[4,3-a]quinoline-4,6-dione by the 2-morpholinone ring opening. In the same time, we have developed a new methodology to obtain the 1,2-dihydro[1,4]oxazino[4,3-a]quinoline-4,6-dione that involves an intramolecular cyclization of the 2-chloroethyl 6-fluoro-4-oxo, 1,4-dihydro-2-quinoline carboxylate.

N-alkylation - heterocycles - quinolines - ring-opening - intramolecular cyclization

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