Reinvestigation of ortho-amidoacetophenones' cyclization mediated by trimethylsilyl trifluoromethanesulfonate. the Lewis-acid-assisted and Brønsted-acid-catalyzed reaction

Yi Ru Chen, Yu Cheng Cho, Tzenge Lien Shih*

*Corresponding author for this work

Research output: Contribution to journalJournal Article peer-review

2 Scopus citations

Abstract

Reinvestigation the synthesis of quinolones from ortho-amidoacetophenones by trimethylsilyl trifluoromethanesulfonate (TMSOTf) mediated reaction is reported. In addition to receiving the expected quinolones, an unexpected intermolecular self-condensation adduct was also isolated. The detailed mechanism of its formation is discussed.

Original languageEnglish
Pages (from-to)2006-2011
Number of pages6
JournalTetrahedron
Volume72
Issue number16
DOIs
StatePublished - 21 04 2016
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2016 Elsevier Ltd.

Keywords

  • Lewis-acid-assisted and Brønsted-acid-catalyzed reaction
  • Methylquinoline
  • Quinolone
  • Trifluoromethanesulfonic acid
  • Trimethylsilyl trifluoromethanesulfonate

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