Access to α-Alkynyl-α-fluoroacetamides via Deacylative Alkynylation of α-Fluoro-β-ketoamides with Alkynyliodonium Salts

A simple and efficient method for the synthesis of α-alkynyl-α-fluoroacetamides has been developed via alkynylation of α-fluoro-β-ketoamides using alkynyliodonium salts. Through a base-mediated alkynylation/deacylation cascade, this strategy offers direct access to fluorinated alkynylacetamides, a valuable class of compounds that remain synthetically challenging to prepare using conventional methods. The transformation demonstrates broad functional group tolerance, and the synthetic utility of these compounds was further demonstrated through their conversion into a diverse array of other key synthetic frameworks.

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Publication Details

Journal
Organic Letters
Published
2026-03-26
DOI
https://doi.org/10.1021/acs.orglett.6c00619
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Access to α-Alkynyl-α-fluoroacetamides via Deacylative Alkynylation of α-Fluoro-β-ketoamides with Alkynyliodonium Salts

Narendra Kumar Vaishanv, Mohd Khalid Zaheer, Awadhesh Kumar, Ruchir Kant et al.
Organic Letters
Fluorine in Organic Chemistry
article

Access to α-Alkynyl-α-fluoroacetamides via Deacylative Alkynylation of α-Fluoro-β-ketoamides with Alkynyliodonium Salts

Narendra Kumar Vaishanv, Mohd Khalid Zaheer, Awadhesh Kumar, Ruchir Kant, Mohd Rahmatullah Khan, Kishor Mohanan, Shivani
article en

Abstract

A simple and efficient method for the synthesis of α-alkynyl-α-fluoroacetamides has been developed via alkynylation of α-fluoro-β-ketoamides using alkynyliodonium salts. Through a base-mediated alkynylation/deacylation cascade, this strategy offers direct access to fluorinated alkynylacetamides, a valuable class of compounds that remain synthetically challenging to prepare using conventional methods. The transformation demonstrates broad functional group tolerance, and the synthetic utility of these compounds was further demonstrated through their conversion into a diverse array of other key synthetic frameworks.

Organic Letters
Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 5%
Fluorine in Organic Chemistry
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Access to α-Alkynyl-α-fluoroacetamides via Deacylative Alkynylation of α-Fluoro-β-ketoamides with Alkynyliodonium Salts — Narendra Kumar Vaishanv, Mohd Khalid Zaheer, et al. · Organic Letters (2026) | TGRS Research Map | TGRS