One‐Pot Transition‐Metal‐Free Synthesis of Alkynyl Amides

Alkynyl amides play crucial roles in organic synthesis in the production of bioactive compounds and valuable heterocycles. Despite numerous studies on their synthesis, challenges persist due to the necessity of harsh or hazardous conditions and the use of costly or unstable reagents. Herein, we present a one-pot method for the synthesis of all three bonds of the alkyne under transition-metal-free conditions. An important feature of this chemistry is the use of readily available feedstock chemicals, such as methyl esters and acetamides. This approach offers efficient access to a wide range of aryl and alkyl alkynyl amides and demonstrates excellent tolerance towards various functional groups in a sustainable and cost-effective manner.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2024-09-27
DOI
https://doi.org/10.1002/anie.202415472
Citations
4
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.94
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article

One‐Pot Transition‐Metal‐Free Synthesis of Alkynyl Amides

Patrick J. Walsh, Jianyou Mao, Bárbara G. Sátiro, Yu Wu
4 citations
Angewandte Chemie International Edition
Chemical Synthesis and Analysis
0.94
article

One‐Pot Transition‐Metal‐Free Synthesis of Alkynyl Amides

Patrick J. Walsh, Jianyou Mao, Bárbara G. Sátiro, Yu Wu
article en
4 citations

Abstract

Alkynyl amides play crucial roles in organic synthesis in the production of bioactive compounds and valuable heterocycles. Despite numerous studies on their synthesis, challenges persist due to the necessity of harsh or hazardous conditions and the use of costly or unstable reagents. Herein, we present a one-pot method for the synthesis of all three bonds of the alkyne under transition-metal-free conditions. An important feature of this chemistry is the use of readily available feedstock chemicals, such as methyl esters and acetamides. This approach offers efficient access to a wide range of aryl and alkyl alkynyl amides and demonstrates excellent tolerance towards various functional groups in a sustainable and cost-effective manner.

Angewandte Chemie International EditionVol. 64(3)
Nanjing Tech University (CN), California University of Pennsylvania (US), University of Pennsylvania (US)
Responsible consumption and production
Openalex Percentile: Top 25%
Chemical Synthesis and Analysis
0.94
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