AlCl 3 induced C-arylation/cyclization in a single pot: A new route to benzofuran fused N-heterocycles of pharmacological interest

K. Shiva Kumar, Raju Adepu, Ravikumar Kapavarapu, D. Rambabu, G. Rama Krishna, C. Malla Reddy, K. Krishna Priya, Kishore V.L. Parsa, Manojit Pal

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

A new and one-pot synthesis of benzofuran fused N-heterocycles has been accomplished via AlCl 3-mediated C-C followed by C-O bond formation between 2,3-dichloropyrazine or its derivatives and phenols. The methodology provided novel compounds as potential inhibitors of PDE4B. The single crystal X-ray data of a synthesized benzofuran derivative are presented. Scope of the methodology, in vitro pharmacological data of some of the synthesized compounds, along with docking study of an active compound are described.

Original languageEnglish
Pages (from-to)1134-1138
Number of pages5
JournalTetrahedron Letters
Volume53
Issue number9
DOIs
StatePublished - 29 Feb 2012
Externally publishedYes

Keywords

  • 2,3-Dichloropyrazine
  • AlCl
  • Benzofuran
  • PDE4
  • X-ray

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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