1201224-01-2Relevant 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.
Peroxide-Free Co(OAc)2-Catalyzed Radical Addition of sp3 C-H Bonds to Alkynes
Zhang, Min,Zhao, Yun,Chen, Wanzhi
, p. 1342 - 1348 (2017/03/11)
Cobalt-catalyzed radical addition of C-H bonds adjacent to an oxygen atom towards alkynes is described. The reaction proceeded at 60 °C without using additional radical initiators, and leads to 2-vinyl ether derivatives in good yields.
Cobalt-catalyzed direct C-C bond formation between tetrahydrofuran and alkynes
Chen, Li,Yang, Jiajia,Li, Lin,Weng, Zhiqiang,Kang, Qiang
supporting information, p. 6096 - 6100 (2015/01/08)
We aimed to describe an efficient CoCl2-catalyzed direct C-C bond formation of tetrahydrofuran (THF) with various alkynes in the presence of tert-butyl hydroperoxide and catalytic amount of acid to obtain vinyl-substituted THFs. Mono- and di-su
Radical addition of ethers to terminal alkynes with high E-selectivity
Chen, Ziii,Zhang, Yu-Xin,An, Yan,Song, Xin-Li,Wang, Ya-Hui,Zhu, Li-Li,Guo, Lin
supporting information; experimental part, p. 5146 - 5152 (2010/01/03)
Supporting information for this article is available on the WWW under http://dx.doi.org/10.1002/ejoc.200900858. Direct radical additions of ethers to terminal alkynes were investigated by using Me2Zn/O2 as radical initiator to afford 2-vinyl ether derivat
