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Reductive Cleavage of 4'H-Spiro[indole-3,5'-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities.
Aksenov, Alexander V; Kirilov, Nikita K; Arutiunov, Nikolai A; Aksenov, Dmitrii A; Kuzminov, Iliya K; Aksenov, Nicolai A; Turner, Danielle N; Rogelj, Snezna; Kornienko, Alexander; Rubin, Michael.
Afiliación
  • Aksenov AV; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
  • Kirilov NK; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
  • Arutiunov NA; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
  • Aksenov DA; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
  • Kuzminov IK; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
  • Aksenov NA; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
  • Turner DN; Departments of Biology, New Mexico Institute of Mining and Technology, Socorro, New Mexico 87801, United States.
  • Rogelj S; Departments of Biology, New Mexico Institute of Mining and Technology, Socorro, New Mexico 87801, United States.
  • Kornienko A; Department of Chemistry and Biochemistry, Texas State University, San Marcos, Texas 78666, United States.
  • Rubin M; Department of Chemistry, North Caucasus Federal University, 1a Pushkin Street, Stavropol 355009, Russian Federation.
J Org Chem ; 87(21): 13955-13964, 2022 11 04.
Article en En | MEDLINE | ID: mdl-36260110
ABSTRACT
Unusual cascade transformation involving ring opening and 1,2-alkyl shift was observed upon the reduction of 4'H-spiro[indole-3,5'-isoxazoles] or 2-(3-oxoindolin-2-yl)acetonitriles with sodium borohydride. This reaction allowed for expeditious and highly efficient preparation of 2-(1H-Indol-3-yl)acetamides with antiproliferative properties.
Asunto(s)

Texto completo: 1 Base de datos: MEDLINE Asunto principal: Isoxazoles / Acetamidas Idioma: En Revista: J Org Chem Año: 2022 Tipo del documento: Article

Texto completo: 1 Base de datos: MEDLINE Asunto principal: Isoxazoles / Acetamidas Idioma: En Revista: J Org Chem Año: 2022 Tipo del documento: Article