Repurposing n-butyl stannoic acid as highly efficient catalyst for direct amidation of carboxylic acids with amines

[Display omitted] •N-Butyl stannoic acid is economic and commercially available.•This is the first report on repurposing n-Butyl stannoic acid for direct amidation.•Heterogeneous, recyclable and reusable catalyst.•Activation of the carboxylic acids via anhydride of n-Butyl stannoic acid.•Good to exc...

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Bibliographic Details
Published in:Tetrahedron letters 2018-12, Vol.59 (52), p.4582-4586
Main Authors: Potadar, Santoshkumar M., Mali, Anil S., Waghmode, Krishnakant T., Chaturbhuj, Ganesh U.
Format: Article
Language:English
Subjects:
Amines
Carboxylic acids
Direct amidation
n-Butyl stannoic acid
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Summary:[Display omitted] •N-Butyl stannoic acid is economic and commercially available.•This is the first report on repurposing n-Butyl stannoic acid for direct amidation.•Heterogeneous, recyclable and reusable catalyst.•Activation of the carboxylic acids via anhydride of n-Butyl stannoic acid.•Good to excellent yields of the amides. This is the first-time report on the repurposing n-butyl stannoic acid as a catalyst for direct amidation of carboxylic acids with amines. Notably, efficient amidation observed in comparison with all other catalytic methods reported up until now. The protocol has successfully applied to the synthesis of a variety of amides. Moderate reaction parameters, clean amidation with excellent yields of desired amides, ability to tolerate a variety of functional groups, easy product isolation; commercial availability and recyclability of the catalyst are key advantages of the current protocol.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.11.036