Citation: Jing-Qi Tao, Shuai Liu, Tian-Yu Zhang, Hong Xin, Xu Yang, Xin-Hua Duan, Li-Na Guo. Photoinduced copper-catalyzed alkoxyl radical-triggered ring-expansion/aminocarbonylation cascade[J]. Chinese Chemical Letters, ;2024, 35(6): 109263. doi: 10.1016/j.cclet.2023.109263 shu

Photoinduced copper-catalyzed alkoxyl radical-triggered ring-expansion/aminocarbonylation cascade

Jing-Qi Tao ^a ,
Shuai Liu ^a ,
Tian-Yu Zhang ^a ,
Hong Xin ^a ,
Xu Yang ^b ,
Xin-Hua Duan ^{a, c, *,} ,
Li-Na Guo ^{a, *,}

a.
Department of Chemistry, School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Material Chemistry and Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi'an Jiaotong University, Xi'an 710049, China
b.
School of Electrical Engineering, Xi'an Jiaotong University, Xi'an 710049, China
c.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China

duanxh@xjtu.edu.cn

guoln81@xjtu.edu.cn

Received Date: 22 June 2023
Revised Date: 22 October 2023
Accepted Date: 27 October 2023
Available Online: 30 October 2023

Figures(7)

A photoinduced copper-catalyzed alkoxyl triggered C−C bond cleavage/aminocarbonylation cascade is presented. Through adjusting the structure of alkoxyl radical precursors, functionalized lactones and keto-amides were synthesized with good yields and excellent functional group tolerance under redox-neutral conditions. Notably, this protocol enables the integration of lactone fragments with many amine drugs and drug fragments.
- Copper catalysis,
- Ring-expansion,
- Aminocarbonylatioin,
- Macrolactones,
- Keto-amides
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