Improved schmidt conversion of aldehydes to nitriles using azidotrimethylsilane in 1,1,1,3,3,3-Hexafluoro-2-Propanol

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  • Motiwala, H.F.
    • Other Affiliation: University of Kansas
  • Yin, Q.
    • Other Affiliation: University of Kansas
  • Aubé, J.
    • Eshelman School of Pharmacy
    • Other Affiliation: University of Kansas
Abstract
  • The Schmidt reaction of aromatic aldehydes using a substoichiometric amount (40 mol %) of triflic acid is described. Low catalyst loading was enabled by a strong hydrogen-bond-donating solvent hexafluoro-2-propanol (HFIP). This improved protocol tolerates a broad scope of aldehydes with diverse functional groups and the corresponding nitriles were obtained in good to high yields without the need for aqueous work up.
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  • Article
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  • In Copyright
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  • Attribution 4.0 International
Journal title
  • Molecules
Journal volume
  • 21
Journal issue
  • 1
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  • English
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  • 1420-3049
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  • MDPI AG

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