Synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters from arylmethyl azides via a domino process.

نویسندگان

  • Jumreang Tummatorn
  • Charnsak Thongsornkleeb
  • Somsak Ruchirawat
  • Tanita Gettongsong
چکیده

A convenient synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters via a domino process is described. The synthesis employs arylmethyl azides as the precursor which undergoes an acid-promoted rearrangement to give an N-aryl iminium ion. Following the addition with ethyl 3-ethoxyacrylate, intramolecular electrophilic aromatic substitution, elimination and subsequent oxidation, the quinoline products were obtained in moderate to excellent yields.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 11 9  شماره 

صفحات  -

تاریخ انتشار 2013