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

被引:19
作者
Yan, Zhiyang [1 ]
Sun, Bin [1 ]
Huang, Panyi [2 ]
Zhao, Haiyun [1 ]
Ding, Hao [2 ]
Su, Weike [1 ]
Jin, Can [1 ,2 ]
机构
[1] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Peoples R China
[2] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
基金
中国国家自然科学基金;
关键词
Photocatalysis; Oxazolines; Allylic amide; N-Hydroxyphthalimide ester; Alkylation/cyclization; Decarboxylation; DECARBOXYLATIVE ALKYLATION; METAL-FREE; PHOTOREDOX; COMPLEXES; ACID; PHOTOCATALYST; CYCLIZATION; INHIBITORS; CATALYSIS;
D O I
10.1016/j.cclet.2021.09.067
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
引用
收藏
页码:1997 / 2000
页数:4
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