HFIP-Promoted AromaticElectrophilic Amidation ofIndoles and Pyrroles with Isocyanates

A mild and practical method for synthesizing amidoindoles and amidopyrroles was described via the direct amidation of indoles or pyrroles with isocyanates promoted by 1,1,1,3,3,3-hexafluoroisopropanol (HFIP). In this reaction, HFIP acted as a strong hydrogen bond-donating solvent to activate isocyanates, enabling the amidation of electron-rich nitrogen-containing heterocycles.

Publication Details

Journal
Figshare
Published
2025-03-19
DOI
https://doi.org/10.1021/acs.joc.4c03176.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

HFIP-Promoted AromaticElectrophilic Amidation ofIndoles and Pyrroles with Isocyanates

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Mycorrhizal Fungi and Plant Interactions
article

HFIP-Promoted AromaticElectrophilic Amidation ofIndoles and Pyrroles with Isocyanates

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Abstract

A mild and practical method for synthesizing amidoindoles and amidopyrroles was described via the direct amidation of indoles or pyrroles with isocyanates promoted by 1,1,1,3,3,3-hexafluoroisopropanol (HFIP). In this reaction, HFIP acted as a strong hydrogen bond-donating solvent to activate isocyanates, enabling the amidation of electron-rich nitrogen-containing heterocycles.

Figshare
Clean water and sanitation
Openalex Percentile: Top 54%
Mycorrhizal Fungi and Plant Interactions
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HFIP-Promoted AromaticElectrophilic Amidation ofIndoles and Pyrroles with Isocyanates · Figshare (2025) | TGRS Research Map | TGRS