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Synthesis 2017; 49(16): 3775-3793
DOI: 10.1055/s-0036-1588425
DOI: 10.1055/s-0036-1588425
paper
Regioselective Synthesis of 3-Aminoimidazo[1,2-a]pyrimidines with Triflic Anhydride
Further Information
Publication History
Received: 23 April 2017
Accepted after revision: 24 April 2017
Publication Date:
07 June 2017 (online)
Abstract
The regioselective synthesis of 3-aminoimidazo[1,2-a]pyrimidines via triflic anhydride mediated amide activation and intramolecular cyclisation is reported. The nature of the added pyridine base allows access to both regioisomers from a simple common precursor. The method tolerates a range of functional groups and provides access to novel heterocyclic scaffolds.
Key words
amides - electrophilic activation - heterocyclic synthesis - triflic anhydride - regioselectivitySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588425.
- Supporting Information
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For a recent review, see:
For carbon and other heteroatom nucleophile attacks, see:
For the reactivity of tertiary amides with Tf2O at high and low temperature, see: