Visible-Light Promoted Catalyst-Free Imidation of Arenes and Heteroarenes

被引:124
|
作者
Song, Lu [1 ]
Zhang, Long [1 ]
Luo, Sanzhong [1 ,2 ]
Cheng, Jin-Pei [1 ]
机构
[1] Chinese Acad Sci Beijing, BNLMS, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
关键词
CH imidation; N-bromosaccharin; photolysis; visible-light; C-H AMINATION; N BOND FORMATION; INTERMOLECULAR AMINATION; IMIDYL RADICALS; TRIFLUOROMETHYLATION; AMIDATION; ROUTE; MILD; FUNCTIONALIZATION; PHTHALIMIDATION;
D O I
10.1002/chem.201404479
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We described herein a catalyst-free visible-light photolytic protocol for the imidation of arenes and heteroarenes. N-Bromosaccharin was identified as a viable and chemoselective nitrogen radical precursor that undergoes controllable homolytic cleavage under ambient light irradiation. The reaction can be applied to a number of arenes and heteroarenes with good chemo- and regioselectivity. Mechanistic studies revealed that radical chain termination by electron transfer-proton transfer (ET-PT) is the leading productive pathway for the reaction.
引用
收藏
页码:14231 / 14234
页数:4
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