Citation: Zhiyang Yan, Bin Sun, Panyi Huang, Haiyun Zhao, Hao Ding, Weike Su, Can Jin. Visible-light-promoted radical alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester: Synthesis of oxazolines[J]. Chinese Chemical Letters, ;2022, 33(4): 1997-2000. doi: 10.1016/j.cclet.2021.09.067 shu

Visible-light-promoted radical alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester: Synthesis of oxazolines

Zhiyang Yan ^a ,
Bin Sun ^{a, *,} ,
Panyi Huang ^b ,
Haiyun Zhao ^a ,
Hao Ding ^b ,
Weike Su ^{a, *,} ,
Can Jin ^{a, b, *,}

a.
Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China
b.
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China

sunbin@zjut.edu.cn

suweike@zjut.edu.cn

jincan@zjut.edu.cn

Received Date: 31 July 2021
Revised Date: 16 September 2021
Accepted Date: 22 September 2021
Available Online: 26 September 2021

Figures(7)

An efficient photocatalytic alkylation/cyclization of allylic amide with N-hydroxyphthalimide ester has been developed. The transformation is taken advantage of alkyl radicals to attack allylic amide with the assist of inexpensive rose bengal as photocatalyst to prepare a series of alkyl substituted oxazolines in moderate to excellent yields. High regioselectivity, operational safety, mild conditions and excellent substrate generality give this protocol broad application prospects.
- Photocatalysis,
- Oxazolines,
- Allylic amide,
- N-Hydroxyphthalimide ester,
- Alkylation/cyclization,
- Decarboxylation
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