Research for the Reaction of Base-Catalyzed Selective Hydrogen-Deuterium Exchange in Mono-1-substituted 1,2,3-Triazoles

被引：2

作者：

Li Dongying ^{[1
]}

Qiu Shanguang ^{[1
]}

Chen Yuxue ^{[1
]}

Zhao Yanmei ^{[1
]}

Wei Yunlong ^{[1
]}

Wu Luyong ^{[1
]}

Chen Wenhao ^{[1
]}

机构：

[1] Hainan Normal Univ, Coll Chem & Chem Engn, Minist Educ, Key Lab Trop Med Resources Chem, Haikou 571158, Hainan, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 42卷 / 09期

基金：

中国国家自然科学基金;

关键词：

H/D exchange; labeling compounds; mono-1-substituted 1,2,3-triazoles; base-catalysis; CLICK CHEMISTRY; ALPHA-DEUTERATION; ISOTOPE-EXCHANGE; ACID; TRITIUM; AZIDES; DRUG;

D O I：

10.6023/cjoc202204024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An effective and selective deuteration of mono-1-substituted 1,2,3-triazoles using base-catalyzed hydrogen-deuterium exchange is proposed. The H/D exchange was selectively conducted at C5 position of 1,2,3-triazoles with catalytic amount of t-BuOK, t-BuONa or Cs2CO3 in dimethyl sulfoxide DMSO-d(6). From corresponding 1,2,3-triazoles via H/D exchange process, 5-deutero and 4-deutero mono-1-substituted 1,2,3-triazoles were given from corresponding 1,2,3-triazoles respectively. In addition, the triazole-induced deuteration on phenyl ring was observed.

引用

页码：2898 / 2905

页数：8

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