Markovnikov-Selective Palladium Catalyst for Carbonylation of Alkynes with Heteroarenes

Jie Liu, Haoquan Li, Ricarda Dühren, Jiawang Liu, Anke Spannenberg, Robert Franke, Ralf Jackstell, Matthias Beller

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

A new class of palladium catalysts, based on heterocyclic diphosphines, was rationally designed and synthesized. Application of one of these catalysts allows novel Markovnikov-selective carbonylation of non-activated alkynes with heteroarenes to give the corresponding branched α,β-unsaturated ketones in excellent yields (up to 97 %) and regioselectivities (b/l up to 99:1). In addition to heteroarenes, other common nucloephiles (alcohol, phenol, amine, and amide) furnish the desired carbonylation products smoothly in high yields.

Original languageEnglish
Pages (from-to)11976-11980
Number of pages5
JournalAngewandte Chemie International Edition in English
Volume56
Issue number39
DOIs
StatePublished - 18 Sep 2017
Externally publishedYes

Keywords

  • P ligands
  • alkynes
  • carbonylation
  • palladium
  • regioselectivity

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