A Simple and Cost-Effective Method for the Regioselective Deuteration of Phenols

被引:22
|
作者
Zhan, Miao [1 ,2 ,3 ]
Xu, Ruixue [1 ,2 ,3 ]
Tian, Ye [1 ,2 ,3 ]
Jiang, Hongxia [1 ,2 ,3 ]
Zhao, Lifeng [1 ,2 ,3 ]
Xie, Yongmei [1 ,2 ,3 ]
Chen, Yuanwei [1 ,2 ,3 ,4 ]
机构
[1] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
[2] Sichuan Univ, West China Hosp, Ctr Canc, Chengdu 610041, Peoples R China
[3] Collaborat Innovat Ctr Biotherapy, Chengdu 610041, Peoples R China
[4] Hinova Pharmaceut Inc, Chengdu 610041, Peoples R China
基金
中国国家自然科学基金;
关键词
Isotopic labeling; Deuterium; Regioselectivity; Aromatic substitution; Phenols; H-D EXCHANGE; ARENE H/D EXCHANGE; DEUTERIUM; DRUG; COMPLEXES; EFFICIENT; LIGANDS; METAL; REACTIVITY; INHIBITOR;
D O I
10.1002/ejoc.201500192
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly effective and operationally simple method for the deuteration of phenols using NaOH as a catalyst and D2O as the deuterium source is presented. A high regioselectivity for the ortho and/or para hydrogens relative to the oxygen atom was achieved, as well as a high degree of deuterium incorporation. The method also has a high functional-group tolerance, and allowed the deuteration of complex pharmaceutically interesting substrates.
引用
收藏
页码:3370 / 3373
页数:4
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