From aldehydes to nitriles, a general and high yielding transformation using HOF·CH3CN complex

Mira Carmeli, Neta Shefer, Shlomo Rozen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

N,N-Dimethylhydrazones of aldehydes undergo a rapid oxidative cleavage to form nitriles in very high yields on reaction with HOF·CH3CN under mild conditions. The reaction is chemoselective and proceeds rapidly without racemization. The nitriles were resistant to further oxidation, even when a large excess of the reagent was employed.

Original languageEnglish
Pages (from-to)8969-8972
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number50
DOIs
StatePublished - 11 Dec 2006

Funding

FundersFunder number
Israel Science Foundation

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