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Description
  • Direct arylation of adenine with fluoro- and chloronitrobenzenes leads to mixtures of N9 and N7 substituted adenines. After separation by column chromatography, the individual isomers can be efficiently hydrogenated on Pd to give the corresponding aminophenyladenines. A significant enhancement of the reaction rate by microwave irradiation was observed. This two-step procedure was found to be a feasible route to otherwise hardly available 7-aminophenyladenines. Correlation between calculated shielding constants and experimental values of chemical shifts in 13C and 15N NMR was used for assignment of the site of substitution.
  • Direct arylation of adenine with fluoro- and chloronitrobenzenes leads to mixtures of N9 and N7 substituted adenines. After separation by column chromatography, the individual isomers can be efficiently hydrogenated on Pd to give the corresponding aminophenyladenines. A significant enhancement of the reaction rate by microwave irradiation was observed. This two-step procedure was found to be a feasible route to otherwise hardly available 7-aminophenyladenines. Correlation between calculated shielding constants and experimental values of chemical shifts in 13C and 15N NMR was used for assignment of the site of substitution. (en)
Title
  • Direct Arylation of Adenine by Fluoroand Chloronitrobenzenes: Effect of Microwaves
  • Direct Arylation of Adenine by Fluoroand Chloronitrobenzenes: Effect of Microwaves (en)
skos:prefLabel
  • Direct Arylation of Adenine by Fluoroand Chloronitrobenzenes: Effect of Microwaves
  • Direct Arylation of Adenine by Fluoroand Chloronitrobenzenes: Effect of Microwaves (en)
skos:notation
  • RIV/60461373:22810/14:43897023!RIV15-MSM-22810___
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  • RIV/60461373:22810/14:43897023
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  • purines; N-arylation; microwave chemistry; Chemoselectivity (en)
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  • 44
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  • Dvořáková, Hana
  • Linhart, Igor
  • Himl, Michal
  • Vrzal, Lukáš
  • Váňa, Lubomír
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  • 000331525000007
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  • 0039-7911
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http://bibframe.org/vocab/doi
  • 10.1080/00397911.2013.831902
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  • 22810
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