Iron-Catalyzed Remote C-H Alkylation of 8-Amidoquinolines with Cycloalkanes

Wengang Xu, Mingbo Wu, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)


An iron-catalyzed, peroxide-mediated cross-dehydrogenative coupling between 8-amidoquinolines and cycloalkanes has been developed for the site-selective alkylation of the quinoline nucleus at the C5 position. The reaction tolerates various substituted N -(quinolin-8-yl)benzamides and N -(quinolin-8-yl)alkylamides, affording the corresponding C5-alkylation products in good yields. On the basis of control experiments, a reaction mechanism involving the addition of an alkyl radical to an iron-chelated intermediate is proposed.

Original languageEnglish
Pages (from-to)3144-3150
Number of pages7
JournalSynthesis (Germany)
Issue number17
Publication statusPublished - 2021 Sept 1
Externally publishedYes


  • alkyl­ation
  • C-H functionalization
  • iron catalysis
  • quinolines
  • radical reaction

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry


Dive into the research topics of 'Iron-Catalyzed Remote C-H Alkylation of 8-Amidoquinolines with Cycloalkanes'. Together they form a unique fingerprint.

Cite this