Visible-light-induced intermolecular aminoselenation of alkenes

An intermolecular aminoselenation of alkenes with sulfonimides and diselenides is achieved via a visible-light-induced three component reaction. A broad variety of aminoselenation products is accessible in good yields with excellent functional group compatibility. Additional features of this new pro...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2021-12, Vol.23 (24), p.9968-9973
Main Authors: Liu, Gong-Qing, Zhou, Chen-Fan, Zhang, Yun-Qian, Yi, Wei, Wang, Peng-Fei, Liu, Ji, Ling, Yong
Format: Article
Language:English
Subjects:
Alkenes
Biomolecules
Functional groups
Green chemistry
Light effects
Selenides
Styrene
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Summary:An intermolecular aminoselenation of alkenes with sulfonimides and diselenides is achieved via a visible-light-induced three component reaction. A broad variety of aminoselenation products is accessible in good yields with excellent functional group compatibility. Additional features of this new protocol include being additive- and photocatalyst-free and the use of natural sunlight as well as suitability for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest that the transformation occurs through a sequence of radical additions and nucleophilic substitutions. A visible-light-induced intermolecular aminoselenation of alkenes is disclosed, wherein 1,2-bis(selenide) is involved as the key intermediate.
ISSN:1463-9262
1463-9270
DOI:10.1039/d1gc03195c