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Hyodo K, Togashi K, Oishi N, et al. Brønsted Acid Catalyzed Nitrile Synthesis from Aldehydes Using Oximes via Transoximation at Ambient Temperature. Org Lett. 2017;19(11):3005-3008doi: 10.1021/acs.orglett.7b01263.
Hyodo, K., Togashi, K., Oishi, N., Hasegawa, G., & Uchida, K. (2017). Brønsted Acid Catalyzed Nitrile Synthesis from Aldehydes Using Oximes via Transoximation at Ambient Temperature. Organic letters, 19(11), 3005-3008. https://doi.org/10.1021/acs.orglett.7b01263
Hyodo, Kengo, et al. "Brønsted Acid Catalyzed Nitrile Synthesis from Aldehydes Using Oximes via Transoximation at Ambient Temperature." Organic letters vol. 19,11 (2017): 3005-3008. doi: https://doi.org/10.1021/acs.orglett.7b01263
Hyodo K, Togashi K, Oishi N, Hasegawa G, Uchida K. Brønsted Acid Catalyzed Nitrile Synthesis from Aldehydes Using Oximes via Transoximation at Ambient Temperature. Org Lett. 2017 Jun 02;19(11):3005-3008. doi: 10.1021/acs.orglett.7b01263. Epub 2017 May 17. PMID: 28513166.
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Org Lett. 2017 Jun 02;19(11):3005-3008. doi: 10.1021/acs.orglett.7b01263. Epub 2017 May 17.

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

Organic letters

Kengo Hyodo, Kosuke Togashi, Naoki Oishi, Genna Hasegawa, Kingo Uchida

Affiliations

  1. Department of Material Chemistry, Faculty of Science and Technology, Ryukoku University , Seta, Otsu, Shiga 520-2194, Japan.

PMID: 28513166 DOI: 10.1021/acs.orglett.7b01263

Abstract

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.

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