Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids

Koichi Mitsudo, Takuya Shiraga, Jun Ichi Mizukawa, Seiji Suga, Hideo Tanaka

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

An electro-oxidative method for generating silver acetylides from acetylenes with a Ag anode was developed. The reaction could be integrated into a Pd-catalysed electrochemical Sonogashira-type reaction. In the presence of the catalytic amount of Pd(OAc)2 and 4-BzO-TEMPO, electro-generated silver acetylides reacted immediately with arylboronic acids to afford the corresponding coupling adducts in high yields.

Original languageEnglish
Pages (from-to)9256-9258
Number of pages3
JournalChemical Communications
Volume46
Issue number48
DOIs
Publication statusPublished - Dec 28 2010

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Alkynes
Silver
Anodes
Acids
Acetylene
TEMPO
palladium(II) acetate

ASJC Scopus subject areas

  • Metals and Alloys
  • Materials Chemistry
  • Surfaces, Coatings and Films
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Catalysis
  • Chemistry(all)

Cite this

Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids. / Mitsudo, Koichi; Shiraga, Takuya; Mizukawa, Jun Ichi; Suga, Seiji; Tanaka, Hideo.

In: Chemical Communications, Vol. 46, No. 48, 28.12.2010, p. 9256-9258.

Research output: Contribution to journalArticle

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