Synthesis of Substituted 1-Benzyl-2H-1,2,3-Triazoles by a Click Reaction Using Calcium Carbide as an Acetylene Source

被引：0

作者：

Fu, Rugang ^{[1
]}

Lei, Yuming ^{[2
]}

Wang, Yuyu ^{[1
]}

Huang, Baoqian ^{[1
]}

Qiu, Dong ^{[1
]}

Wang, Junke ^{[1
]}

机构：

[1] Hexi Univ, Coll Chem & Chem Engn, Key Lab Hexi Corridor Resources Utilizat Gansu, Zhangye 734000, Gansu, Peoples R China

[2] Hexi Univ, Coll Agr & Ecol Engn, Key Lab Hexi Corridor Resources Utilizat Gansu, Zhangye 734000, Gansu, Peoples R China

来源：

SYNLETT | 2024年

基金：

中国国家自然科学基金;

关键词：

sodium azide; calcium carbide; click chemistry; benzyl halides; triazoles; ONE-POT SYNTHESIS; 3+2 CYCLOADDITION REACTIONS; 1,3-DIPOLAR CYCLOADDITION; EFFICIENT SYNTHESIS; SECONDARY-AMINES; 1,2,3-TRIAZOLES; CHEMISTRY; FACILE;

D O I：

10.1055/a-2414-2708

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An effective strategy for constructing substituted 1-benzyl-1H-1,2,3-triazoles was developed through click reactions of benzylic halides with sodium azide and calcium carbide as sources of nitrogen and acetylene, respectively. The advantages of this method are an easily handled inexpensive source of acetylene, a wide range of substrates, satisfactory yields, and simple workup procedures, which could promote the use of calcium carbide as a sustainable acetylene source in modern industrial chemistry.

引用

页数：5

共 58 条

[1] Click Chemistry: 1,2,3-Triazoles as Pharmacophores
Agalave, Sandip G.
Maujan, Suleman R.
Pore, Vandana S.
[J]. CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) : 2696 - 2718
[2] Alkenes as Azido Precursors for the One-Pot Synthesis of 1,2,3-Triazoles Catalyzed by Copper Nanoparticles on Activated Carbon
Alonso, Francisco
Moglie, Yanina
Radivoy, Gabriel
Yus, Miguel
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (10) : 5031 - 5037
[3] Facet-Dependent Catalytic Activity of Cu2O Nanocrystals in the One-Pot Synthesis of 1,2,3-Triazoles by Multicomponent Click Reactions
Chanda, Kaushik
Rej, Sourav
Huang, Michael H.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (47) : 16036 - 16043
[4] One-Pot Synthesis of 3-Methyl-2-arylimidazo[1,2-a]pyridines Using Calcium Carbide as an Alkyne Source
Chen, Wei
Li, Zheng
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (01) : 76 - 84
[5] Daz Velzquez H., 2014, Org. Biomol. Chem, V12, P9350
[6] Organolanthanide-based synthesis of 1,2,3-triazoles from nitriles and diazo compounds
Evans, William J.
Montalvo, Elizabeth
Champagne, Timothy M.
Ziller, Joseph W.
DiPasquale, Antonio G.
RheingoW, Arnold L.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (01) : 16 - +
[7] Fu R., 2019, Huaxue Jinzhan, V31, P1303
[8] Direct Synthesis of 3-Coumaranones with Calcium Carbide as an Acetylene Source
Fu, Rugang
Lu, Yongzheng
Yue, Guoren
Wu, Dongqing
Xu, Li
Song, Hai
Cao, Cheng
Yu, Xinghai
Zong, Yingxiao
[J]. ORGANIC LETTERS, 2021, 23 (08) : 3141 - 3145
[9] Direct Synthesis of 2-Methylbenzofurans from Calcium Carbide and Salicylaldehyde p-Tosylhydrazones
Fu, Rugang
Li, Zheng
[J]. ORGANIC LETTERS, 2018, 20 (08) : 2342 - 2345
[10] Direct Synthesis of Symmetric Diarylethynes from Calcium Carbide and Arylboronic Acids/Esters
Fu, Rugang
Li, Zheng
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (45) : 6648 - 6651

← 1 2 3 4 5 6 →