Visible-light-mediated photoredox decarbonylative Minisci-type alkylation with aldehydes under ambient air conditions

Visible-light-induced photoredox decarbonylative C-C bond formation with aldehydes is described for the first time. Minisci-type alkylation reactions of N-heteroarenes proceed smoothly at ambient temperature with air as the sole oxidant. The present sustainable protocol uses readily available organo...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2019, Vol.21 (2), p.5512-5516
Main Authors: Wang, Zhongzhen, Ji, Xiaochen, Zhao, Jinwu, Huang, Huawen
Format: Article
Language:English
Subjects:
Air temperature
Aldehydes
Alkylation
Ambient temperature
Green chemistry
Light effects
Sustainability
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Summary:Visible-light-induced photoredox decarbonylative C-C bond formation with aldehydes is described for the first time. Minisci-type alkylation reactions of N-heteroarenes proceed smoothly at ambient temperature with air as the sole oxidant. The present sustainable protocol uses readily available organofluorescein as a photocatalyst, cheap and green oxidant and a sustainable power source, thus featuring potential for applications in late-stage modification of valuable molecules. Photocatalytic aerobic decarbonylative C-C coupling/alkylations of N-heteroarenes with aldehydes have been disclosed for the first time.
ISSN:1463-9262
1463-9270
DOI:10.1039/c9gc03008e