Hydrogen Atom Transfer-Mediated Cyclisations of Nitriles.

Turner, Oliver J; Murphy, John A; Hirst, David J; Talbot, Eric P A

Turner, Oliver J; Murphy, John A; Hirst, David J; Talbot, Eric P A.

Afiliação

Turner OJ; GlaxoSmithKline, Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire, SG1 2NY, UK.
Murphy JA; Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK.
Hirst DJ; Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK.
Talbot EPA; GlaxoSmithKline, Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire, SG1 2NY, UK.

Chemistry ; 24(70): 18658-18662, 2018 Dec 12.

Article em En | MEDLINE | ID: mdl-30341926

RESUMO

Hydrogen atom transfer-mediated intramolecular C-C coupling reactions between alkenes and nitriles, using PhSiH3 and catalytic Fe(acac)3 , are described. This introduces a new strategic bond disconnection for ring-closing reactions, forming ketones via imine intermediates. Of note is the scope of the reaction, including formation of sterically hindered ketones, spirocycles and fused cyclic systems.

Palavras-chave

cyclization; hydrogen transfer; iron(III); nitriles; radicals

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Texto completo: 1 Bases de dados: MEDLINE Idioma: En Revista: Chemistry Assunto da revista: QUIMICA Ano de publicação: 2018 Tipo de documento: Article