Palladium-catalyzed cross-coupling of arylcarboxylic acid 2-pyridyl esters with terminal alkynes

In the presence of Na 2 CO 3 , the combination of PdCl 2 (dppf), dppp and CuI catalyzes the decarbonylative coupling of arylcarboxylic acid 2-pyridyl esters with terminal alkynes to afford 1,2-disubstituted acetylenes. (Hetero)aryl, alkyl, and silylacetylenes and various electron-donating and -withd...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-11, Vol.22 (44), p.8764-8772
Main Authors: Yu, Hang, Nie, Jing-Jing, Wang, Zhong-Xia
Format: Article
Language:English
Subjects:
Alkynes
Cross coupling
Esters
Functional groups
Palladium
Palladium chloride
Sodium carbonate
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Summary:In the presence of Na 2 CO 3 , the combination of PdCl 2 (dppf), dppp and CuI catalyzes the decarbonylative coupling of arylcarboxylic acid 2-pyridyl esters with terminal alkynes to afford 1,2-disubstituted acetylenes. (Hetero)aryl, alkyl, and silylacetylenes and various electron-donating and -withdrawing group-substituted arylcarboxylic acid 2-pyridyl esters can be used in this transformation, with a range of functional groups showing compatibility. The Pd/Cu-catalyzed reaction of carboxylic acid 2-pyridyl esters with terminal alkynes yields internal alkynes.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01398k