Recoverable Cu/SiO2 composite-catalysed click synthesis of 1,2,3-triazoles in water media

被引：78

作者：

Radatz, Catia Schwartz ^{[1
]}

Soares, Liliana do Amaral ^{[1
]}

Vieira, Estefano Roberto ^{[2
]}

Alves, Diego ^{[3
]}

Russowsky, Dennis ^{[2
]}

Schneider, Paulo Henrique ^{[1
]}

机构：

[1] Univ Fed Rio Grande do Sul, Inst Quim, BR-91501970 Porto Alegre, RS, Brazil

[2] Univ Fed Rio Grande do Sul, Lab Sinteses Organ, BR-91501970 Porto Alegre, RS, Brazil

[3] Univ Fed Pelotas, CCQFA, LASOL, BR-96010900 Pelotas, RS, Brazil

来源：

NEW JOURNAL OF CHEMISTRY | 2014年 / 38卷 / 04期

关键词：

AZIDE-ALKYNE CYCLOADDITION; LEWIS-ACID CATALYSTS; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; 1,3-DIPOLAR CYCLOADDITION; MULTICOMPONENT SYNTHESIS; ORGANIC AZIDES; MICROWAVE-OVENS; CHEMISTRY; DECOMPOSITION; REACTIVITY;

D O I：

10.1039/c3nj01167d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An eco-friendly multicomponent reaction for the synthesis of 1,2,3-triazoles using a recoverable and recyclable Cu/SiO2 composite as the catalyst is reported. The reaction proceeds by mixing the benzyl halide, sodium azide, the alkyne and the catalyst in an aqueous medium to afford the desired products in excellent yields. The heterogeneous catalytic system showed high efficiency, performing the multicomponent Huisgen reaction in a green approach based on recoverability, recyclability and avoidance of waste. Microwave irradiation was also applied, substituting for conventional heating, resulting in excellent yields of the products with a dramatic reduction in the reaction time.

引用

页码：1410 / 1417

页数：8

共 50 条

[41] Magnetically recoverable Cu2O-Fe3O4@TNT catalytic system for click chemistry in water: multi-component synthesis of 1,2,3-triazoles at room temperature
Velpula, Venkata Ramana Kumar
Ketike, Thirupathaiah
Rajajagdeesan, Anusha
Bora, Manisha Atul
Ganji, Saidulu
Burri, David Raju
Surapaneni, Krishna Mohan
MATERIALS ADVANCES, 2022, 3 (21): : 7960 - 7965
[42] 1,2,3-TRIAZOLES .2. 4-AMINO-5-AMINOMETHYL-1,2,3-TRIAZOLES
ALBERT, A
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (15): : 1634 - 1639
[43] Synthesis of N2-Substituted 1,2,3-Triazoles
Kunz, Kevin A.
Springer, Bastian L.
Klahn, Philipp
Aldemir, Huelya
Mohr, Fabian
Kirsch, Stefan F.
ORGANIC LETTERS, 2024, 26 (41) : 8816 - 8820
[44] Cu(N-heterocyclic carbene)chloride: an efficient catalyst for multicomponent click reaction for the synthesis of 1,2,3-triazoles in water at room temperature
Purohit, Vishal B.
Karad, Sharad C.
Patel, Kirit H.
Raval, Dipak K.
RSC ADVANCES, 2014, 4 (86) : 46002 - 46007
[45] Alternative Routes to the Click Method for the Synthesis of 1,2,3-Triazoles, an Important Heterocycle in Medicinal Chemistry
Forezi, Luana da S. M.
Cardoso, Mariana F. C.
Gonzaga, Daniel T. G.
da Silva, Fernando de C.
Ferreira, Vitor F.
CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2018, 18 (17) : 1428 - 1453
[46] A convenient synthesis of 1,2,3-triazoles using dichloroacetaldehyde
Harada, K
Oda, M
Matsushita, A
Shirai, M
HETEROCYCLES, 1998, 48 (04) : 695 - 702
[47] Research on Synthesis and Properties of 1,2,3-triazoles Compounds
Qin, Ziping
PROCEEDINGS OF THE 2014 CONFERENCE ON INFORMATISATION IN EDUCATION, MANAGEMENT AND BUSINESS, 2014, : 26 - 29
[48] Recent Progress in Catalytic Synthesis of 1,2,3-Triazoles
De Nino, Antonio
Maiuolo, Loredana
Costanzo, Paola
Algieri, Vincenzo
Jiritano, Antonio
Olivito, Fabrizio
Tallarida, Matteo Antonio
CATALYSTS, 2021, 11 (09)
[49] Multicomponent Synthesis of 1,2,3-Triazoles in Water Catalyzed by Silica-Immobilized NHC–Cu(I)
Li Wan
Chun Cai
Catalysis Letters, 2012, 142 : 1134 - 1140
[50] Synthesis of α-Hydroxyphosphonates Containing Functionalized 1,2,3-Triazoles
Lima, Yanka R.
Da Costa, Gabriel P.
Xavier, Mauricio C. D. F.
De Moraes, Maiara C.
Barcellos, Thiago
Alves, Diego
Silva, Marcio S.
CHEMISTRYSELECT, 2020, 5 (40): : 12487 - 12493

← 1 2 3 4 5 →