Palladium-Catalyzed Regio- and Stereoselective Hydrosulfonation of Propiolate Esters

Selvam Raju, Pratheepkumar Annamalai, Fu Wei Chan, Po Yen Tseng, Po Yen Chen, Ting Shen Kuo, Shih-Ching Chuang*

*Corresponding author for this work

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

An efficient palladium-catalyzed addition reaction of alkyl- and arylsulfonic acids to propiolate esters to yield alkenyl sulfonates is demonstrated. The formation of alkenyl sulfonates is highly regio- and stereoselective with favorable yields of up to 95%, and two of the alkenyl sulfonates are utilized for a Sonogashira cross-coupling reaction to produce (Z)-1,3-enynoates.

Original languageEnglish
Article numberss-2017-h0257-op
Pages (from-to)5007-5016
Number of pages10
JournalSynthesis (Germany)
Volume49
Issue number22
DOIs
StatePublished - 16 Nov 2017

Keywords

  • Sonogashira cross-coupling
  • alkenyl sulfonate
  • palladium
  • propiolate
  • regioselective
  • stereoselective
  • sulfonic acid

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