Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities

А. В. Аксенов,Nikita K. Kirilov,Nikolai A. Arutiunov,Дмитрий А. Аксенов,Iliya K. Kuzminov,Nicolai A. Aksenov,Danielle N. Turner,Snezna Rogelj,Alexander Kornienko,Michael Rubin

Journal of Organic Chemistry（2022）

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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.

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