A Simple and Cost‐Effective Method for the Regioselective Deuteration of Phenols. Issue 15 (17th April 2015)

• Record Type: Journal Article
• Authors: Zhan, Miao; Xu, Ruixue; Tian, Ye; Jiang, Hongxia; Zhao, Lifeng; Xie, Yongmei; Chen, Yuanwei
• Is Part Of: European journal of organic chemistry. Issue 15(2015)
• Page Start: 3370
• Page End: 3373
• Publication Date: 2015-04-17
• Subjects: Isotopic labeling -- Deuterium -- Regioselectivity -- Aromatic substitution -- Phenols; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500192
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A highly effective and operationally simple method for the deuteration of phenols using NaOH as a catalyst and D2 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. Abstract : An efficient method for the synthesis of regioselectively deuterated phenols under microwave irradiation was developed. The method also allowed the deuteration of complex pharmaceutically interesting substrates.