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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.


ABSTRACT: 2-Ynamides can be synthesised through PdII 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.

SUBMITTER: Hughes NL 

PROVIDER: S-EPMC5347853 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature

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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 N Louise NL   Brown Clare L CL   Irwin Andrew A AA   Cao Qun Q   Muldoon Mark J MJ  

ChemSusChem 20170123 4


2-Ynamides can be synthesised through Pd<sup>II</sup> 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 [NBu<sub>4</sub> ]I allows the utilisation of the industrially recommended solvent ethyl acetate. O<sub>2</sub> can be used as the terminal oxidant, and the ca  ...[more]

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