One-pot synthesis of highly substituted polyheteroaromatic compounds by rhodium(III)-catalyzed multiple C-H activation and annulation

Jayachandran Jayakumar, Kanniyappan Parthasarathy, Yi Hsiang Chen, Tai Hua Lee, Shih-Ching Chuang*, Chien Hong Cheng

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

109 Scopus citations

Abstract

A new method for the synthesis of highly substituted naphthyridine-based polyheteroaromatic compounds in high yields proceeds through rhodium(III)-catalyzed multiple C-H bond cleavage and C-C and C-N bond formation in a one-pot process. Such highly substituted polyheteroaromatic compounds have attracted much attention because of their unique π-conjugation, which make them suitable materials for organic semiconductors and luminescent materials. Furthermore, a possible mechanism, which involves multiple chelation-assisted ortho C-H activation, alkyne insertion, and reductive elimination, is proposed for this transformation.

Original languageEnglish
Pages (from-to)9889-9892
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number37
DOIs
StatePublished - 8 Sep 2014

Keywords

  • C-H activation
  • alkynes
  • annulation
  • benzamidines
  • rhodium

Fingerprint Dive into the research topics of 'One-pot synthesis of highly substituted polyheteroaromatic compounds by rhodium(III)-catalyzed multiple C-H activation and annulation'. Together they form a unique fingerprint.

Cite this