Alkene functionalization for the stereospecific synthesis of substituted aziridines by visible-light photoredox catalysis

A novel strategy involving visible-light-induced functionalization of alkenes for the synthesis of substituted aziridines was developed. The readily prepared N-protected 1-aminopyridinium salts were used for the generation of N-centered radicals. This approach allowed the synthesis of aziridines bea...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018-02, Vol.54 (16), p.1948-1951
Main Authors: Yu, Wan-Lei, Chen, Jian-Qiang, Wei, Yun-Long, Wang, Zhu-Yin, Xu, Peng-Fei
Format: Article
Language:English
Subjects:
Alkenes
Chemical synthesis
Functional groups
Nitrogen
Photoredox catalysis
Substitutes
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Summary:A novel strategy involving visible-light-induced functionalization of alkenes for the synthesis of substituted aziridines was developed. The readily prepared N-protected 1-aminopyridinium salts were used for the generation of N-centered radicals. This approach allowed the synthesis of aziridines bearing various functional groups with excellent diastereoselectivity under mild conditions. Moreover, this protocol was successfully applied to prepare structurally diverse nitrogen-containing frameworks. A novel strategy involving visible-light-induced functionalization of alkenes for the stereospecific synthesis of substituted aziridines was developed.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc09151f