Synthesis of α-Hydroxy and α-Alkoxy Esters Enabled by a Visible-Light-Induced O-H Insertion Reaction of Diazo Compounds
Jinrui Bai, Dan Qi, Zhuoheng Song, Bin Li, Lin Guo, Chao Yang*, Wujiong Xia*
*State Key Lab of Urban Water Resource and Environment, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, P. R. of China,
Email: xyyang
hit.edu.cn, xiawjhit.edu.cn
J. Bai, D. Qi, Z. Song, B. Li, L. Guo, C. Yang, W. Xia, Synlett, 2022, 33, 2048-2052.
DOI: 10.1055/a-1951-2950
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Abstract
A catalyst- and additive-free, visible-light-induced O-H insertion reaction of diazo compounds produces valuable α-hydroxy and α-alkoxy esters in good yields. The protocol exhibits a broad substrate scope and good functional-group tolerance. Notably, a gram-scale synthesis has been performed in a photochemical continuous-flow mode.
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Key Words
photochemistry, diazo compounds, insertion reaction, flow reaction, hydroxy esters, alkoxy esters, ethers
ID: J72-Y2022
