Aqueous PTS-Enabled Propargylamine Synthesis: Scope, Scalability, and Synthetic Utility

Advancing sustainability and catalysis in synthetic processes is the central theme in contemporary research, driven by growing environmental concerns related to the manufacturing of fine chemicals, pharmaceuticals, agrochemicals, and materials. In this context, the present study reports a sustainable protocol for the synthesis of propargylamines using 1 mol % metallic zinc in an aqueous PTS surfactant (1% w/w), employing aldehydes, amines, and terminal alkynes. This robust and versatile method demonstrates a broad substrate scope (>50 examples), excellent functional group tolerance, and high product yields (72–88%). Additional advantages include scalability up to 10 g, recyclability of the aqueous PTS medium, and favorable green chemistry metrics. The study further suggests that colloidal assemblies and reaction conditions may play a role in governing chemoselectivity (propargylamine vs. propargylic alcohol) and showcases postsynthetic transformations of resulting propargylamines to valuable heterocycles and functionalized derivatives.

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Publication Details

Journal
ACS Sustainable Chemistry & Engineering
Published
2025-11-14
DOI
https://doi.org/10.1021/acssuschemeng.5c08819
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.94
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Aqueous PTS-Enabled Propargylamine Synthesis: Scope, Scalability, and Synthetic Utility

Sapana Kushwaha, Dinesh Kumar, Anuradha Gupta, Vipul Kumar et al.
1 citations
ACS Sustainable Chemistry & Engineering
Catalytic Alkyne Reactions
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article

Aqueous PTS-Enabled Propargylamine Synthesis: Scope, Scalability, and Synthetic Utility

Sapana Kushwaha, Dinesh Kumar, Anuradha Gupta, Vipul Kumar, Ramdas Gaonkar
article en
1 citations

Abstract

Advancing sustainability and catalysis in synthetic processes is the central theme in contemporary research, driven by growing environmental concerns related to the manufacturing of fine chemicals, pharmaceuticals, agrochemicals, and materials. In this context, the present study reports a sustainable protocol for the synthesis of propargylamines using 1 mol % metallic zinc in an aqueous PTS surfactant (1% w/w), employing aldehydes, amines, and terminal alkynes. This robust and versatile method demonstrates a broad substrate scope (>50 examples), excellent functional group tolerance, and high product yields (72–88%). Additional advantages include scalability up to 10 g, recyclability of the aqueous PTS medium, and favorable green chemistry metrics. The study further suggests that colloidal assemblies and reaction conditions may play a role in governing chemoselectivity (propargylamine vs. propargylic alcohol) and showcases postsynthetic transformations of resulting propargylamines to valuable heterocycles and functionalized derivatives.

ACS Sustainable Chemistry & EngineeringVol. 13(50)
National Institute of Pharmaceutical Education and Research - Ahmedabad (IN)
Openalex Percentile: Top 20%
Catalytic Alkyne Reactions
0.94
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