Rhodium-catalyzed anti-markovnikov addition of secondary amines to arylacetylenes at room temperature

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Abstract

An efficient method for synthesis of E-enamines by the anti-Markovnikov addition of secondary amines to terminal alkynes is described. The reaction of a variety of aryl- and heteroarylacetylenes proceeded at room temperature using a combination of a 8-quinolinolato rhodium complex and P(p-MeOC6H 4)3 as a catalyst. The products were obtained as enamines by simple bulb-to-bulb distillation.

Original languageEnglish
Pages (from-to)3928-3931
Number of pages4
JournalOrganic Letters
Volume13
Issue number15
DOIs
Publication statusPublished - 2011 Aug 5

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bulbs
Rhodium
Distillation
Alkynes
rhodium
Amines
amines
Catalysts
Temperature
distillation
room temperature
alkynes
catalysts
synthesis
products

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Rhodium-catalyzed anti-markovnikov addition of secondary amines to arylacetylenes at room temperature. / Sakai, Kazunori; Kochi, Takuya; Kakiuchi, Fumitoshi.

In: Organic Letters, Vol. 13, No. 15, 05.08.2011, p. 3928-3931.

Research output: Contribution to journalArticle

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