Please use this identifier to cite or link to this item:
https://doi.org/10.1055/s-0040-1707135
Title: | Aerobic C–H Functionalization Using Pyrenedione as the Photocatalyst | Authors: | Yuannian. Zhanga Xin. Yanga WU JIE Dejiang. Huan |
Issue Date: | 2-Jun-2020 | Publisher: | Georg Thieme Verlag KG | Citation: | Yuannian. Zhanga, Xin. Yanga, WU JIE, Dejiang. Huan (2020-06-02). Aerobic C–H Functionalization Using Pyrenedione as the Photocatalyst. Synthesis. ScholarBank@NUS Repository. https://doi.org/10.1055/s-0040-1707135 | Abstract: | We disclose a visible-light-promoted aerobic alkylation of activated C(sp3)–H bonds using pyrenedione (PYD) as the photocatalyst. Direct C–H bond alkylation of tetrahydrofuran with alkylidenemalononitriles is accomplished in over 90% yield in the presence of 5 mol% of PYD and 18 W blue LED light under ambient conditions. The substrate scope is extended to ethers, thioethers, and allylic C–H bonds in reactions with various electrophilic Michael acceptors. The catalytic turnover process is facilitated by oxygen. Our work represents the first example of using PYD as a photocatalyst to promote C(sp3)–H alkylation, revealing the unique character of PYD as a novel organophotocatalyst. | Source Title: | Synthesis | URI: | https://scholarbank.nus.edu.sg/handle/10635/171632 | ISSN: | 0039-7881 1437-210X |
DOI: | 10.1055/s-0040-1707135 |
Appears in Collections: | Elements Staff Publications |
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File | Description | Size | Format | Access Settings | Version | |
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32. 2020_Synthesis_ZY_WJ_HD.pdf | Accepted version | 879.42 kB | Adobe PDF | CLOSED | Published | |
manuscript-revised.pdf | 1.55 MB | Adobe PDF | OPEN | Post-print | View/Download |
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