One-pot three-component synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles from 1-copper( I) alkyne, azide and molecular iodine

Zhang Jianlan; Chen Wenwen; Wang Bo; Zhao Zhouxing; Wang Xinyan; Hu Yuefei

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One-pot three-component synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles from 1-copper( I) alkyne, azide and molecular iodine

机译：1,4,5-三取代的5-Iodo-1,2,3-三唑的单壶三组分合成来自1-铜（I）烷烃，叠氮化物和分子碘

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Copper(I)-catalyzed cycloaddition of 1-iodoalkyne and azide has proven to be the most efficient method for the synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles, but pre-made 1-iodoalkyne is required. We find that the combination of 1-copper(I) alkyne and molecular iodine can serve as a synthetic equivalent of 1-iodoalkyne. Thus, the desired 5-iodo-1,2,3-triazole can be synthesized by simply mixing this combination and an azide together without the tedious synthesis of the corresponding 1-iodoalkyne.

机译：铜（I） - 催化的催化1-Iodoalkyne和叠氮化物，已被证明是合成1,4,5-三取代的5-Iodo-1,2,3-三唑的最有效的方法，但预先制成1- 需要iodoalkyne。我们发现1-铜（I）烷烃和分子碘的组合可以作为1-Iodoalkyne的合成当量。因此，可以通过简单地将该组合和叠氮化物混合在一起而没有相应的1-Iodoalkyne的繁琐合成来合成所需的5-Iodo-1,2,3-三唑。

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来源
《RSC Advances》 |2015年第19期|共6页
作者
Zhang Jianlan; Chen Wenwen; Wang Bo; Zhao Zhouxing; Wang Xinyan; Hu Yuefei;
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Tsinghua Univ Dept Chem Beijing 100084 Peoples R China;

Tsinghua Univ Dept Chem Beijing 100084 Peoples R China;

Tsinghua Univ Dept Chem Beijing 100084 Peoples R China;

Tsinghua Univ Dept Chem Beijing 100084 Peoples R China;

Tsinghua Univ Dept Chem Beijing 100084 Peoples R China;

Tsinghua Univ Dept Chem Beijing 100084 Peoples R China;

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正文语种 eng
中图分类化学;
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1. One-pot three-component synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles from 1-copper( I) alkyne, azide and molecular iodine [J] . Zhang Jianlan, Chen Wenwen, Wang Bo, RSC Advances . 2015,第19期

机译：1,4,5-三取代的5-Iodo-1,2,3-三唑的单壶三组分合成来自1-铜（I）烷烃，叠氮化物和分子碘
2. Minutes Synthesis of 1,4,5-Trisubstituted 5-Dialkylamino-1,2,3-triazoles by 1-Copper(I)-Alkyne Controlled Tandem Process [J] . Wang Bo, Liu Nan, Chen Wenwen, Advanced synthesis & catalysis . 2015,第2a3期

机译：1-铜（I）-炔烃控制的串联工艺分钟合成1,4,5-三取代的5-二烷基氨基-1,2,3-三唑
3. Tandem reaction of 1-copper(I) alkynes for the synthesis of 1,4,5-trisubstituted 5-chloro-1,2,3-triazoles [J] . Wang B., Zhang J., Wang X., The Journal of Organic Chemistry . 2013,第20期

机译：1-铜（I）炔烃的串联反应用于合成1,4,5-三取代的5-氯-1,2,3-三唑
4. Highly Efficient Organic and Macromolecular Synthesis Using Sequential Copper Catalyzed Azide-Alkyne 3+2 Cycloaddition and ATRA/ATRP [C] . Carolynne L. Ricardo, Tomislav Pintauer American Chemical Society symposium on controlled/living radical polymerization . 2012

机译：连续铜催化叠氮化物-炔烃3 + 2环加成反应和ATRA / ATRP的高效有机和大分子合成
5. Star and cyclic shaped macromoleculars architectures prepared using copper-catalyzed azide-alkyne cycloaddition: Synthesis, purification and characterization. [D] . Zhang, Boyu. 2015

机译：使用铜催化的叠氮化物-炔烃环加成反应制备的星形和环状高分子结构：合成，纯化和表征。
6. Sustainable Construction of Heterocyclic 1,2,3-Triazoles by Strict Click [3+2] Cycloaddition Reactions Between Azides and Alkynes on Copper/Carbon in Water [O] . Noura Aflak, Hicham Ben El Ayouchia, Lahoucine Bahsis, 1970

机译：严格点击[3 + 2]叠氮化物与炔烃在水中铜/碳上的环加成反应，可持续构建杂环1,2,3-三唑
7. Innentitelbild: A Metal-Free Three-Component Reaction for the Regioselective Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles (Angew. Chem. 38/2014) [O] . Joice Thomas, Jubi John, Nikita Parekh, 2014

机译：Innentitelbild：一种无金属三组分反应，用于1,4,5-三次1,2,3-三唑（Angew.Chem.38 / 2014）

One-pot three-component synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles from 1-copper( I) alkyne, azide and molecular iodine

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