Rhodium-catalyzed dimerization of arylacetylenes and addition of malonates to 1,3-enynes

Katsufumi Mochizuki, Kazunori Sakai, Takuya Kochi, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

An 8-quinolinolato rhodium catalyst was found to be effective for head-to-tail selective dimerization of arylacetylenes. Formation of substituted cyclopentene and allene derivatives via alkyne dimerization and subsequent addition of malonates was also catalyzed by the 8-quinolinolato rhodium catalyst in the presence of cesium fluoride. One-pot reaction using palladium-catalyzed alkyne dimerization in conjunction with rhodium-catalyzed addition of malonates was also possible.

Original languageEnglish
Article numberSS-2013-C0135-ST
Pages (from-to)2088-2092
Number of pages5
JournalSynthesis (Germany)
Volume45
Issue number15
DOIs
Publication statusPublished - 2013

Fingerprint

Malonates
Rhodium
Dimerization
Alkynes
Cyclopentanes
Catalysts
Palladium
Cesium
Derivatives

Keywords

  • allene derivatives
  • aromatic terminal alkynes
  • cyclopentene derivatives
  • head-to-tail dimerization
  • rhodium catalyst

ASJC Scopus subject areas

  • Organic Chemistry
  • Catalysis

Cite this

Rhodium-catalyzed dimerization of arylacetylenes and addition of malonates to 1,3-enynes. / Mochizuki, Katsufumi; Sakai, Kazunori; Kochi, Takuya; Kakiuchi, Fumitoshi.

In: Synthesis (Germany), Vol. 45, No. 15, SS-2013-C0135-ST, 2013, p. 2088-2092.

Research output: Contribution to journalArticle

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