Hydrosilane-Mediated Electrochemical Reduction of Amides.

Okamoto, Kazuhiro; Nagahara, Shingo; Imada, Yasushi; Narita, Risako; Kitano, Yoshikazu; Chiba, Kazuhiro

Okamoto, Kazuhiro; Nagahara, Shingo; Imada, Yasushi; Narita, Risako; Kitano, Yoshikazu; Chiba, Kazuhiro.

Afiliação

Okamoto K; Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.
Nagahara S; Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.
Imada Y; Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.
Narita R; Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.
Kitano Y; Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.
Chiba K; Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.

J Org Chem ; 86(22): 15992-16000, 2021 11 19.

Article em En | MEDLINE | ID: mdl-34152146

ABSTRACT

ABSTRACT

Electrochemical reduction of amides was achieved by using a hydrosilane without any toxic or expensive metals. The key reactive ketyl radical intermediate was generated by cathodic reduction. Continuous reaction with anodically generated silyl radicals or zinc bromide resulted in chemoselective deoxygenation to give the corresponding amines.

Assuntos

Amidas; Aminas

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Amidas / Aminas Idioma: En Revista: J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Japão

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