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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
Author(s) -
Hughes N. Louise,
Brown Clare L.,
Irwin Andrew A.,
Cao Qun,
Muldoon Mark J.
Publication year - 2017
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201601601
Subject(s) - carbonylation , catalysis , chemistry , palladium , solvent , combinatorial chemistry , organic chemistry , ethyl acetate , oxidative phosphorylation , carbon monoxide , biochemistry
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 [NBu 4 ]I allows the utilisation of the industrially recommended solvent ethyl acetate. O 2 can be used as the terminal oxidant, and the catalyst can operate under safer conditions with low O 2 concentrations.