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Synthesis 2016; 48(02): 281-292
DOI: 10.1055/s-0035-1560704
DOI: 10.1055/s-0035-1560704
paper
Phenyliodine(III) Bis(trifluoroacetate) Mediated Synthesis of 6-Piperidinylpurine Homo-N-nucleosides Modified with Isoxazolines or Isoxazoles[1]
Further Information
Publication History
Received: 31 July 2015
Accepted after revision: 18 September 2015
Publication Date:
04 November 2015 (online)
![](https://www.thieme-connect.de/media/synthesis/201602/lookinside/thumbnails/ss-2015-z0452-op_10-1055_s-0035-1560704-1.jpg)
Abstract
The room temperature, 1,3-dipolar cycloaddition reactions of the nitrile oxide obtained from (6-piperidin-1-yl-9H-purin-9-yl)acetaldehyde oxime upon phenyliodine(III) bis(trifluoroacetate) treatment with excess unsaturated alcohols as solvent resulted in isoxazoline or isoxazole derivatives in almost quantitative yields. Analogous derivatives were prepared from the reactions of unsaturated phosphates. Preliminary biological tests indicated inhibition of lipid peroxidation for some of the examined compounds.
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