Efficient Synthesis of Amides through Thioacids Reactions with In Situ Generated Formamidine

A formamidine intermediate generated in situ was used as the nitrogen source in a reaction with thioacids to obtain amides. The synthetic protocol described in this paper can be used in the generation of various primary, secondary, and tertiary amides with organic thioacids used as substrates under the optimized conditions. Notably, this protocol uses readily available materials, is nearly solvent-free, supports gram-scale synthesis, and yields structurally diverse amide products with favorable efficiency.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-10-29
DOI
https://doi.org/10.1021/acs.joc.5c01644
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
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article

Efficient Synthesis of Amides through Thioacids Reactions with In Situ Generated Formamidine

Chien‐Fu Liang, Chin-Ling Kuo, Yanjie Chen, Ching‐Ching Yu et al.
The Journal of Organic Chemistry
Advanced Synthetic Organic Chemistry
article

Efficient Synthesis of Amides through Thioacids Reactions with In Situ Generated Formamidine

Chien‐Fu Liang, Chin-Ling Kuo, Yanjie Chen, Ching‐Ching Yu, Hsiang-Jou Chen
article en

Abstract

A formamidine intermediate generated in situ was used as the nitrogen source in a reaction with thioacids to obtain amides. The synthetic protocol described in this paper can be used in the generation of various primary, secondary, and tertiary amides with organic thioacids used as substrates under the optimized conditions. Notably, this protocol uses readily available materials, is nearly solvent-free, supports gram-scale synthesis, and yields structurally diverse amide products with favorable efficiency.

The Journal of Organic ChemistryVol. 90(44)
National Chung Hsing University (TW), National Tsing Hua University (TW), Institute of Biological Chemistry, Academia Sinica (TW)
Openalex Percentile: Top 76%
Advanced Synthetic Organic Chemistry
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