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Synthesis 2017; 49(03): 571-578
DOI: 10.1055/s-0036-1588603
DOI: 10.1055/s-0036-1588603
paper
A Trimethylsilylamine-Acyl Fluoride Amide Bond Forming Protocol for Weakly Nucleophilic Amines that is Amenable to the Parallel Synthesis of Di(hetero)arylamides
Further Information
Publication History
Received: 30 June 2016
Accepted after revision: 31 August 2016
Publication Date:
29 September 2016 (online)
Abstract
The reaction of a 2-pyridinone-based acid fluoride with the N–TMS derivatives of different weakly nucleophilic heteroaryl/arylamines in acetonitrile containing catalytic fluoride ion provides a clean, efficient and simple means to access a diverse range of polar di(hetero)arylamide structures. This amide bond forming protocol is readily amenable to the parallel synthesis of compound libraries.
Key words
amide coupling - di(hetero)arylamide - acid fluoride - heteroarylamine - N-TMS activation - parallel synthesisSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588603.
- Supporting Information
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