73354-53-7Relevant academic research and scientific papers
Visible Light-Induced Aerobic Epoxidation of α,β-Unsaturated Ketones Mediated by Amidines
Wu, Yufeng,Zhou, Guangli,Meng, Qingwei,Tang, Xiaofei,Liu, Guangzhi,Yin, Hang,Zhao, Jingnan,Yang, Fan,Yu, Zongyi,Luo, Yi
, p. 13051 - 13062 (2018/10/25)
An aerobic photoepoxidation of α,β-unsaturated ketones driven by visible light in the presence of tetramethylguanidine (3b), tetraphenylporphine (H2TPP), and molecular oxygen under mild conditions was revealed. The corresponding α,β-epoxy ketones were obtained in yields of up to 94% in 96 h. The reaction time was shortened to 4.6 h by flow synthesis. The mechanism related to singlet oxygen was supported by experiments and density functional theory (DFT) calculations.
One-Pot Aerobic Photooxidative Darzens Reaction from Styrene and Benzyl Alcohol via Phenacyl Iodide and Benzaldehyde by Using?- Iodine
Omura, Ryuji,Fujiya, Akitoshi,Yamaguchi, Eiji,Tada, Norihiro,Miura, Tsuyoshi,Itoh, Akichika
, p. 3971 - 3975 (2016/11/11)
We report a one-pot protocol for the synthesis of α,β-epoxy ketones from benzyl alcohols and styrenes with molecular oxygen, visible light, and molecular iodine. This procedure involves simultaneous aerobic photooxidative transformation of a benzyl alcohol into a benzaldehyde and of a styrene into a phenacyl iodide, with a subsequent Darzens reaction in one pot. This is the first report of a one-pot oxidative Darzens reaction starting from benzyl alcohols and styrenes.
Visible-Light-Promoted Photoredox Syntheses of α,β-Epoxy Ketones from Styrenes and Benzaldehydes under Alkaline Conditions
Li, Jing,Wang, David Zhigang
supporting information, p. 5260 - 5263 (2015/11/18)
A range of styrenes and benzaldehydes were smoothly combined to form α,β-epoxy ketones under the synergistic actions of photocatalyst Ru(bpy)3Cl2, tert-butyl hydroperoxide (t-BuOOH), cesium carbonate (Cs2CO3), and visible light irradiation. The process likely proceeds through visible-light-enabled photocatalytic generations of acyl radicals as key intermediates.
