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A Simple and Cost‐Effective Method for the Regioselective Deuteration of Phenols
Author(s) -
Zhan Miao,
Xu Ruixue,
Tian Ye,
Jiang Hongxia,
Zhao Lifeng,
Xie Yongmei,
Chen Yuanwei
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500192
Subject(s) - regioselectivity , chemistry , phenols , deuterium , catalysis , oxygen atom , functional group , combinatorial chemistry , organic chemistry , computational chemistry , molecule , physics , polymer , quantum mechanics
A highly effective and operationally simple method for the deuteration of phenols using NaOH as a catalyst and D 2 O 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.