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General, Mild, and Metal-Free Functionalization of Indole and Its Derivatives Through Direct C3-Selenylation
Abstract
A very mild method for the introduction of functionalized alkylselenyl group at C-3 position of the indole ring was developed. The proposed procedure consists of an electrophilic substitution of indole and its derivatives with bis(O,O-diisopropoxyphosphorothioyl) diselenide and subsequent cleavage of the P–Se bond with tetrabutylammonium fluoride in the presence of various electrophilic reagents. This method can be successfully applied, inter alia, for the preparation of amino acid and glucoside derivatives of 3-selenoindole.
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- DOI:
- Digital Object Identifier (open in new tab) 10.1002/ejoc.201900632
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- Copyright (2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim)
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- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
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EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
no. 2019,
pages 4411 - 4416,
ISSN: 1434-193X - Language:
- English
- Publication year:
- 2019
- Bibliographic description:
- Hałuszczuk A., Babul N., Nierzwicki Ł., Przychodzeń W.: General, Mild, and Metal-Free Functionalization of Indole and Its Derivatives Through Direct C3-Selenylation// EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. -Vol. 2019, iss. 27 (2019), s.4411-4416
- DOI:
- Digital Object Identifier (open in new tab) 10.1002/ejoc.201900632
- Verified by:
- Gdańsk University of Technology
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