Palladium(II)-Catalysed Aminocarbonylation of Terminal Alkynes for the Synthesis of 2-Ynamides: Addressing the Challenges of Solvents and Gas Mixtures

Nicola Hughes, Clare L Brown, Andrew A Irwin, Qun Cao, Mark J Muldoon

Research output: Contribution to journalArticle

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Abstract

2-Ynamides can be synthesised through Pd(II) catalysed oxidative carbonylation, utilising low catalyst loadings. A variety of alkynes and amines can be used to afford 2-ynamides in high yields, whilst overcoming the drawbacks associated with previous oxidative methods, which rely on dangerous solvents and gas mixtures. The use of [NBu4 ]I allows the utilisation of the industrially recommended solvent ethyl acetate. O2 can be used as the terminal oxidant, and the catalyst can operate under safer conditions with low O2 concentrations.

Original languageEnglish
Pages (from-to)675-680
Number of pages6
JournalCHEMSUSCHEM
Volume10
Issue number4
Early online date23 Jan 2017
DOIs
Publication statusEarly online date - 23 Jan 2017

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Alkynes
palladium
Palladium
Gas mixtures
catalyst
Carbonylation
Catalysts
Oxidants
oxidant
Amines
acetate
gas mixture
ethyl acetate
amine
method

Keywords

  • Journal Article

Cite this

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Palladium(II)-Catalysed Aminocarbonylation of Terminal Alkynes for the Synthesis of 2-Ynamides: Addressing the Challenges of Solvents and Gas Mixtures. / Hughes, Nicola; Brown, Clare L; Irwin, Andrew A; Cao, Qun; Muldoon, Mark J.

In: CHEMSUSCHEM, Vol. 10, No. 4, 23.01.2017, p. 675-680.

Research output: Contribution to journalArticle

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AB - 2-Ynamides can be synthesised through Pd(II) catalysed oxidative carbonylation, utilising low catalyst loadings. A variety of alkynes and amines can be used to afford 2-ynamides in high yields, whilst overcoming the drawbacks associated with previous oxidative methods, which rely on dangerous solvents and gas mixtures. The use of [NBu4 ]I allows the utilisation of the industrially recommended solvent ethyl acetate. O2 can be used as the terminal oxidant, and the catalyst can operate under safer conditions with low O2 concentrations.

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