Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source

Chuang Wang, Tsumoru Morimoto*, Hiroyuki Kanashiro, Hiroki Tanimoto, Yasuhiro Nishiyama, Kiyomi Kakiuchi, Levent Artok

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively.

Original languageEnglish
Article numberST-2014-U0080-L
Pages (from-to)1155-1159
Number of pages5
JournalSynlett
Volume25
Issue number8
DOIs
StatePublished - 2014/05

Keywords

  • alkynes
  • arylation
  • carbonylation
  • formaldehyde
  • rhodium

ASJC Scopus subject areas

  • Organic Chemistry

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