Copper- And ligand-free heteroannulation of o-halohydroxypyridine with terminal alkynes using Pd/C catalyst: One-pot synthesis of 2-substituted furopyridines and their functionalization

Hee Jung Park, Ji Eun Kim, Eul Kgun Yum, Young Hoon Kim, And Chang Woo Han

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Three types of isomeric 2-substituted furo[3,2-b]pyridine, furo[2,3-b]pyridine and furo[3,2-c]pyridine were prepared using Pd/C-catalyzed heteroannulation of o-halopyridinols and terminal alkynes under copperand ligand-free conditions. We also demonstrated that double functionalization yielding 2,3-disubstituted furopyridines could be achieved through heteroannulation followed by bromination and Suzuki/Heck reactions. In addition, the use of recoverable Pd/C in the absence of a cocatalyst and ligand can aid in the development of greener chemical processes.

Original languageEnglish
Pages (from-to)211-218
Number of pages8
JournalBulletin of the Korean Chemical Society
Volume36
Issue number1
DOIs
StatePublished - Jan 20 2015
Externally publishedYes

Keywords

  • Copper-and ligand free
  • Furopyridine
  • Heteroannulation
  • Pd/C
  • Terminal alkyne

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