Metal-free dearomative 2,3-difunctionalization of indoles via radical cascade

Metal-free dearomative 2,3-difunctionalization of indoles via radical cascade

[Display omitted] An oxidative dearomatization of protected indoles leading to 2-azido 3-arylselenyl indolines has been developed under metal-free conditions. The formation of CN and CSe bonds is believed to arise from the oxidation of indole via radical cascade. The reaction is regio and diastereo-...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 121; p. 154478
Main Authors: Pal, Pranesh, Goud, Gadela Karteek, Sridhar, Balasubramanian, Mainkar, Prathama S., Nayani, Kiranmai, Chandrasekhar, Srivari
Format: Journal Article
Language:English
Published: Elsevier Ltd 17-05-2023
Subjects:
Dearomatization
Diastereoselective
Difunctionalization
Indolines
Metal-free
Diastereoselective
Metal-free
SET
Difunctionalization
Dearomatization
TEMPO
Indolines
BHT
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Summary:[Display omitted] An oxidative dearomatization of protected indoles leading to 2-azido 3-arylselenyl indolines has been developed under metal-free conditions. The formation of CN and CSe bonds is believed to arise from the oxidation of indole via radical cascade. The reaction is regio and diastereo-selective and works under mild conditions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2023.154478