Ytterbium(III) triflate catalyzed domino reaction of arylamines and styrene oxides: Synthesis of 2-benzyl-3-arylquinoline derivatives

Saghir Ali, Abu Taleb Khan

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

An efficient and straightforward method for the synthesis of 2-benzyl-3-arylquinoline derivatives is reported involving the domino reaction of substituted arylamines and styrene oxides in the presence of 10 mol% ytterbium(III) triflate in acetonitrile at 80 °C. Additionally, the reaction of aliphatic epoxides with p-anisidine provided 2,3-dialkylquinoline derivatives under identical reaction conditions. Important features of the protocol are ease of handling, broad substrate scope, good yields, and the formation of two C[sbnd]N and two C[sbnd]C bonds.

Original languageEnglish (US)
Article number152981
JournalTetrahedron Letters
Volume70
DOIs
StatePublished - Apr 27 2021
Externally publishedYes

Keywords

  • Arylamines
  • Atom-economy
  • Domino reaction
  • Easy handling
  • Styrene oxides

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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