Synthesis of unsymmetric HetAr-X-HetAr' compounds by rhodium-catalyzed heteroaryl exchange reactions

Mieko Arisawa, Saori Tanii, Takeru Tazawa, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Unsymmetric HetAr-X-HetAr' compounds have flexible and chiral structures, and are expected to exhibit various biological activities by interacting with proteins and nucleic acids. Unsymmetric HetAr-X-HetAr' compounds were efficiently synthesized by rhodium-catalyzed heteroaryl exchange reactions, which involved equilibrium control by judicious design of organic heteroaryl reagents. By using this method, unsymmetric HetAr-O-HetAr', HetAr-S-HetAr', and HetAr-CH2-HetAr' compounds as well as HetAr-F compounds were obtained from heteroaryl aryl ethers and various heteroaryl reagents. The rhodium-catalyzed synthesis has a broad applicability, which gives novel unsymmetric HetAr-X-HetAr' compounds containing five- and six-membered heteroarenes.

Original languageEnglish
Pages (from-to)2179-2207
Number of pages29
JournalHeterocycles
Volume94
Issue number12
DOIs
Publication statusPublished - 2017
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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