Journal of Organic Chemistry p. 13051 - 13062 (2018)
Update date:2022-09-26
Topics:
Wu, Yufeng
Zhou, Guangli
Meng, Qingwei
Tang, Xiaofei
Liu, Guangzhi
Yin, Hang
Zhao, Jingnan
Yang, Fan
Yu, Zongyi
Luo, Yi
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.
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