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Alkylation and silylation of α-fluorobenzyl anion intermediates.
Kitahara, Taku; Tagami, Yuta; Haga, Yuto; Fustero, Santos; Sugiishi, Tsuyuka; Amii, Hideki.
Afiliación
  • Kitahara T; Division of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, Japan. amii@gunma-u.ac.jp.
  • Tagami Y; Division of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, Japan. amii@gunma-u.ac.jp.
  • Haga Y; Division of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, Japan. amii@gunma-u.ac.jp.
  • Fustero S; Departamento de Química Orgánica, Facultad de Farmacia, Universitat de València, Vicente Andrés Estelles s/n, C.P.: 46100 Burjassot, Valencia, Spain.
  • Sugiishi T; Division of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, Japan. amii@gunma-u.ac.jp.
  • Amii H; Division of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, Japan. amii@gunma-u.ac.jp.
Org Biomol Chem ; 21(46): 9210-9215, 2023 Nov 29.
Article en En | MEDLINE | ID: mdl-37961788
ABSTRACT
Simple α-fluorobenzyl anions reacted with electrophiles such as non-activated alkyl halides and chlorotrimethylsilane. Upon treatment with LTMP as the base, fluoromethylbenzenes took part in the formation of α-monofluorobenzyl anions without stabilizing o-substituents. Furthermore, the resulting α-silyl fluoromethylbenzenes reacted with electrophiles such as acetophenone and benzaldehyde in the presence of cesium fluoride to form α-fluorobenzylated alcohols.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Japón Pais de publicación: ENGLAND / ESCOCIA / GB / GREAT BRITAIN / INGLATERRA / REINO UNIDO / SCOTLAND / UK / UNITED KINGDOM
Texto completo
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Imprimir
XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Japón Pais de publicación: ENGLAND / ESCOCIA / GB / GREAT BRITAIN / INGLATERRA / REINO UNIDO / SCOTLAND / UK / UNITED KINGDOM