Citation: Huashan Huang, Jingze Chen, Luyun Zhang, Hong Yan, Siqi Li, Fen-Er Chen. Oscillatory flow reactor facilitates fast photochemical Wolff rearrangement toward synthesis of α-substituted amides in flow[J]. Chinese Chemical Letters, ;2025, 36(2): 109992. doi: 10.1016/j.cclet.2024.109992 shu

Oscillatory flow reactor facilitates fast photochemical Wolff rearrangement toward synthesis of α-substituted amides in flow

Huashan Huang ^a ,
Jingze Chen ^a ,
Luyun Zhang ^b ,
Hong Yan ^{a, *,} ,
Siqi Li ^{b, *,} ,
Fen-Er Chen ^{a, b, c, d, **,}

a.
Institute of Pharmaceutical Science and Technology, College of Chemistry, Fuzhou University, Fuzhou 350108, China
b.
Key Laboratory of Natural Medicines of the Changbai Mountain, Ministry of Education, Molecular Medicine Research Center, College of Pharmacy, Yanbian University, Yanji 133002, China
c.
Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, China
d.
Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs, Shanghai 200433, China

^**

hongyan@fzu.edu.cn

lisiqi@ybu.edu.cn

rfchen@fudan.edu.cn

Received Date: 27 December 2023
Revised Date: 26 April 2024
Accepted Date: 10 May 2024
Available Online: 11 May 2024

Figures(5)

A visible light-promoted fast photochemical Wolff rearrangement was developed toward synthesis of α-substituted amides in continuous flow with the use of a photochemical oscillatory flow reactor (POFR). The control experiment indicates that a fast process of the Wolff rearrangement (<40 s) is involved. Notably, this protocol does not require excess use of any reactants, and the resulting α-substituted amides could be isolated by recrystallization in good to excellent yields.
- Flow photochemistry,
- Oscillatory flow reactor,
- Wolff rearrangement,
- Ketene,
- α-Substituted amides
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