Furfural: An Efficient Platform Molecule as a CO Surrogate in Palladium Catalysed Synthesis of α, β‐Alkynylamides

Abstract Biomass‐derived furfural was used as a CO surrogate for the first time in the oxidative N‐dealkylation/carbonylation of various aliphatic and cyclic tertiary amines with terminal alkynes to produce alk‐2‐ynamides. This reaction employed O 2 as an ideal oxidising agent and used a Pd/C catalyst with KI as an additive in a base free and ligand free condition. Notably, the selective sp 3 C−N bond cleavage of tertiary amines led to its potential application as an amine source. The typical and simple route provides another option for producing a broad variety of alk‐2‐ynamide derivatives in environmentally friendly and efficient way under mild conditions. This method also displays notable reusability.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-10-24
DOI
https://doi.org/10.1002/ajoc.202400507
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Furfural: An Efficient Platform Molecule as a CO Surrogate in Palladium Catalysed Synthesis of α, β‐Alkynylamides

Shraddha Shinde, N. V. Kuchkina, Zinaida B. Shifrina, Bhalchandra Mahadeo Bhanage
Asian Journal of Organic Chemistry
Catalytic Cross-Coupling Reactions
article

Furfural: An Efficient Platform Molecule as a CO Surrogate in Palladium Catalysed Synthesis of α, β‐Alkynylamides

Shraddha Shinde, N. V. Kuchkina, Zinaida B. Shifrina, Bhalchandra Mahadeo Bhanage
article en

Abstract

Abstract Biomass‐derived furfural was used as a CO surrogate for the first time in the oxidative N‐dealkylation/carbonylation of various aliphatic and cyclic tertiary amines with terminal alkynes to produce alk‐2‐ynamides. This reaction employed O 2 as an ideal oxidising agent and used a Pd/C catalyst with KI as an additive in a base free and ligand free condition. Notably, the selective sp 3 C−N bond cleavage of tertiary amines led to its potential application as an amine source. The typical and simple route provides another option for producing a broad variety of alk‐2‐ynamide derivatives in environmentally friendly and efficient way under mild conditions. This method also displays notable reusability.

Asian Journal of Organic ChemistryVol. 14(1)
Institute of Chemical Technology (IN), A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
Department of Science and Technology, Ministry of Science and Technology, India, Russian Science Foundation
Openalex Percentile: Top 86%
Catalytic Cross-Coupling Reactions
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