2-Position-Selective C-H Perfluoroalkylation of Quinoline Derivatives

Takahiro Shirai, Motomu Kanai, Yoichiro Kuninobu

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

We developed 2-position-selective, direct C-H trifluoromethylation, pentafluoroethylation, and heptafluoropropylation of quinoline derivatives. Regioselective transformation was achieved without derivatization of the quinolines. The reaction proceeded at room temperature with high functional group tolerance, even in gram scale. Notably, the reaction was applicable to substrates containing a functional group sensitive to oxidation and a drug molecule.

Original languageEnglish
Pages (from-to)1593-1596
Number of pages4
JournalOrganic Letters
Volume20
Issue number6
DOIs
Publication statusPublished - Mar 16 2018

Fingerprint

Quinolines
quinoline
Functional groups
Derivatives
Temperature
Pharmaceutical Preparations
drugs
Oxidation
oxidation
Molecules
room temperature
Substrates
molecules

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

2-Position-Selective C-H Perfluoroalkylation of Quinoline Derivatives. / Shirai, Takahiro; Kanai, Motomu; Kuninobu, Yoichiro.

In: Organic Letters, Vol. 20, No. 6, 16.03.2018, p. 1593-1596.

Research output: Contribution to journalArticle

Shirai, Takahiro ; Kanai, Motomu ; Kuninobu, Yoichiro. / 2-Position-Selective C-H Perfluoroalkylation of Quinoline Derivatives. In: Organic Letters. 2018 ; Vol. 20, No. 6. pp. 1593-1596.
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