Rhodium-catalyzed synthesis of unsymmetric di(heteroaryl) compounds via heteroaryl exchange reactions

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3 Citations (Scopus)

Abstract

Unsymmetric di(heteroaryl) HetAr–X–HetAr′ compounds have flexible and rigid groups, and are expected to exhibit various biological activities by interacting with proteins and nucleic acids. Then, synthesis of such compounds is critical for the development of drugs. 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. This method allows synthesis of unsymmetric HetAr–O–HetAr′, HetAr–S–HetAr′, and HetAr–CH2–HetAr′ compounds as well as HetAr–F compounds from heteroaryl aryl ethers and heteroaryl reagents. The rhodium-catalyzed heteroaryl exchange reaction was also applied to the synthesis of C–N-linked di(heteroaryl) compounds from N-benzoyl heteroarenes and heteroaryl aryl ethers. The synthesis has a broad applicability, which gives a diversity of novel unsymmetric HetAr–X–HetAr′ and C–N-linked di(heteroaryl)s compounds containing five- and six-membered heteroarenes.

Original languageEnglish
Pages (from-to)643-648
Number of pages6
JournalPhosphorus, Sulfur and Silicon and the Related Elements
Volume194
Issue number7
DOIs
Publication statusPublished - Jul 3 2019
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

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