Direct synthesis of nitriles from aldehydes with hydroxylamine-O-sulfonic acid in acidic water

Dylan J. Quinn, Graham J. Haun, Gustavo Moura-Letts

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25 Scopus citations

Abstract

Herein is reported the selective transformation of aldehydes to nitriles in the presence of hydroxylamine-O-sulfonic acid (NH2OSO3H) as a source of the N atom and acidic water. The reaction works with high yields for a large array of aromatic and aliphatic aldehydes, as well as hindered aldehydes and conjugated aldehydes without purification. The reaction conditions are very mild and tolerate a wide array of functional groups. In principle, the reaction can be completed in vinegar.

Original languageEnglish (US)
Pages (from-to)3844-3847
Number of pages4
JournalTetrahedron Letters
Volume57
Issue number34
DOIs
StatePublished - 2016

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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