Synthesis of 1,2,3-triazoles using Grignard reactions through the protection of azides

被引：2
|
作者：
Namioka, Rina [1 ]
Suzuki, Minori [1 ,2 ]
Yoshida, Suguru [1 ]
机构：
[1] Tokyo Univ Sci, Fac Adv Engn, Dept Biol Sci & Technol, Tokyo, Japan
[2] Tokyo Med & Dent Univ TMDU, Inst Biomat & Bioengn, Lab Chem Biosci, Tokyo, Japan
来源：
FRONTIERS IN CHEMISTRY | 2023年 / 11卷
关键词：
azides; triazoles; protection; click chemistry; iodine-magnesium exchange; turbo Grignard reagent; phosphazide; phosphines; EXCHANGE-REACTION; CYCLOADDITION; CHEMISTRY; LICL;
D O I：
10.3389/fchem.2023.1237878
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient method to prepare organomagnesium intermediates having a protected azido group is reported. Protection of azido groups with di-(tert-butyl)(4-(dimethylamino)phenylphosphine (amphos) and following iodine-magnesium exchange realized the preparation of organomagnesium intermediates, which served in the synthesis of diverse azides by transformation with various electrophiles followed by deprotection with elemental sulfur. Furthermore, click reactions of azides with alkynes enabled synthesizing a wide variety of 1,2,3-triazoles.
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页数：9
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