Organic Letters
Organic Letters
5 years ago

Brønsted Acid Catalyzed Nitrile Synthesis from Aldehydes Using Oximes via Transoximation at Ambient Temperature

Brønsted Acid Catalyzed Nitrile Synthesis from Aldehydes Using Oximes via Transoximation at Ambient Temperature
Kingo Uchida, Naoki Oishi, Kosuke Togashi, Kengo Hyodo, Genna Hasegawa
The Brønsted acid-catalyzed synthesis of nitriles is described via transoximation under mild conditions using an O-protected oxime as a more stable equivalent of explosive O-protected hydroxylamines. The nitrile was generated via an O-protected aldoxime produced from the aldehyde and an O-protected oxime through transoximation. The reaction could be performed on a 1 g scale.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01263

DOI: 10.1021/acs.orglett.7b01263

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