1202167-01-8Relevant academic research and scientific papers
Direct, Site-Selective and Redox-Neutral α-C?H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis
Chen, Bin,Ci, Rui-Nan,Huang, Cheng,Liu, Zan,Qiao, Jia,Song, Zi-Qi,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 27201 - 27205 (2021/11/16)
As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site-selective C(sp3)?H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α-C?H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross-coupling with α-amino radical from amino C?H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α-C?H bond activation of THF only by a QD photocatalyst under redox-neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent.
Photoredox Oxo-C(sp3)-H Bond Functionalization via in Situ Cu(I)-Acetylide Catalysis
Song, Zi-Qi,Liu, Zan,Gan, Qi-Chao,Lei, Tao,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 832 - 836 (2020/01/31)
A unified strategy for the synthesis of 2-vinyl heterocycles is reported. With visible light irradiation, simple and cheap CuCl is able to functionalize a terminal alkyne, giving Cu(I)-acetylide in situ. Unlike the case of noble metals or organic dye photocatalysts, this critical Cu(I)-acetylide not only activates the C-H bond of terminal alkynes but also serves as a photocatalyst to achieve varieties of 2-vinyl heterocycles in good to excellent yields, even for large scale and late-stage functionalization of natural product.
Copper-catalyzed hydroalkylation of alkynes: Addition of sp3 C-H bonds across carbon-carbon triple bonds
Huang, Lehao,Cheng, Kai,Yao, Bangben,Zhao, Jinlong,Zhang, Yuhong
experimental part, p. 3504 - 3510 (2010/02/28)
The regioselective copper-catalyzed addition of sp3 C-H bonds adjacent to an oxygen atom to various alkynes has been accomplished under mild reactions conditions in the presence of tertbutyl hydroperoxide to give the corresponding alkenylated p
