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

doi:10.1002/cssc.201601601

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 journal › Article › peer-review

22 Citations (Scopus)

330 Downloads (Pure)

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 language	English
Pages (from-to)	675-680
Number of pages	6
Journal	ChemSusChem
Volume	10
Issue number	4
Early online date	23 Jan 2017
DOIs	https://doi.org/10.1002/cssc.201601601
Publication status	Early online date - 23 Jan 2017

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Journal Article

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10.1002/cssc.201601601Licence: CC BY

Palladium(II)-Catalysed Aminocarbonylation of Terminal Alkynes for the Synthesis of 2-Ynamides: Addressing the Challenges of Solvents and Gas Mixtures
Copyright The Authors 2017. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Final published version, 794 KBLicence: CC BY

Synthesis and analysis of polyphenyl compounds and their derivatives
Brown, C. (Author), Muldoon, M. (Supervisor) & Manesiotis, P. (Supervisor), Dec 2021
Student thesis: Doctoral Thesis › Doctor of Philosophy

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Mark Muldoon
- m.j.muldoonqub.acuk
- School of Chemistry and Chemical Engineering - Deputy Head of School
- Research Centre in Sustainable Energy
- Green and Sustainable Chemistry
Person: Academic

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AU - Cao, Qun

AU - Muldoon, Mark J

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

Abstract

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Student theses

Synthesis and analysis of polyphenyl compounds and their derivatives

Profiles

Mark Muldoon

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