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Direct Synthesis of Coumarin Derivatives from Alkynoic Esters via Dual Organocatalysis

  • Mahidol University

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

An efficient synthetic method for coumarin derivatives was developed using a dual organocatalytic reaction. A combination of ptoluenesulfonic acid monohydrate and piperidine was found to efficiently catalyze the cyclization between salicylaldehydes and alkynoic esters to give various coumarin derivatives in good yield and high selectivity. Mechanistic and kinetic data suggested that the conjugate addition between piperidine and alkynoic esters played a crucial role in the reaction mechanism.

Original languageEnglish
Article numberst-2022-u0084-c
Pages (from-to)1399-1404
Number of pages6
JournalSynlett
Volume33
Issue number14
DOIs
Publication statusPublished - 1 Apr 2022
Externally publishedYes

Keywords

  • alkynoic ester
  • conjugate addition
  • coumarin
  • organocatalysis
  • p -toluenesulfonic acid
  • piperidine

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