Acceptor-Controlled Transfer Dehydration of Amides to Nitriles.

Okabe, Hiroyuki; Naraoka, Asuka; Isogawa, Takahiro; Oishi, Shunsuke; Naka, Hiroshi

Okabe, Hiroyuki; Naraoka, Asuka; Isogawa, Takahiro; Oishi, Shunsuke; Naka, Hiroshi.

Afiliación

Okabe H; Graduate School of Science , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.
Naraoka A; Graduate School of Science , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.
Isogawa T; Graduate School of Science , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.
Oishi S; Institute of Transformative Bio-Molecules (ITbM) , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.
Naka H; Research Center for Materials Science , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.

Org Lett ; 21(12): 4767-4770, 2019 06 21.

Article en En | MEDLINE | ID: mdl-31184196

RESUMEN

Palladium-catalyzed dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired scheme exergonic, thereby driving the dehydration.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2019 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos

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