1339958-80-3Relevant academic research and scientific papers
Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air
Ji, Jian,Guan, Cong,Wei, Qinghua,Chen, Xuwen,Zhao, Yun,Liu, Shunying
supporting information, p. 132 - 136 (2022/01/04)
We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).
Palladium-Catalyzed Direct Diarylation of 2-Benzyl-1,2,3-triazole: a Simple Access to 4-Aryl- or 4,5-Diaryl-2-benzyl-1,2,3-triazoles and Phenanthro[9,10-d][1,2,3]triazoles
Doucet, Henri,Roisnel, Thierry,Shi, Xinzhe,Soulé, Jean-Fran?ois,Zhang, Jian
, p. 2375 - 2382 (2021/06/28)
The reactivity of 2-benzyl-1,2,3-triazole in palladium-catalyzed direct arylation was studied. The reaction conditions for the selective synthesis of 2-benzyl-4-aryl-1,2,3-triazoles in moderate to high yields using phosphine-free Pd(OAc)2 catalyst and inexpensive KOAc base have been found. Then, from these 4-aryl-1,2,3-triazoles, the palladium-catalyzed C?H bond functionalization of the C5-position allowed the synthesis of the corresponding 4,5-diarylated 2-benzyl-1,2,3-triazoles. This selective 4,5-diarylation of 2-benzyl-1,2,3-triazole was successfully applied for the straightforward building of the π-extended polycyclic heteroaromatic structures phenanthro[9,10-d][1,2,3]triazoles through Pd-catalyzed C4- and C5-intermolecular arylations followed by Pd-catalyzed C?H intramolecular arylation.
Greener synthesis of 1,2,3-triazoles using a copper(i)-exchanged magnetically recoverable β-zeolite as catalyst
Andrade, Floyd C. D.,Costa, Elizama R.,De Albuquerque, Danilo Yano,Ferreira, Luanne E. M.,Lima, Carolina G. S.,Lima, Thiago M.,Paix?o, Márcio W.,Schwab, Ricardo S.,Silva, Domingos S. A.,Urquieta-González, Ernesto A.
, p. 15046 - 15053 (2020/10/02)
Herein, we describe the preparation and thorough characterization of a novel magnetically recoverable copper(i)-exchanged β-zeolite and its use as an efficient catalyst for the synthesis of 1,2,3-triazoles via the one-pot three-component reaction of organic halides, terminal acetylenes, and sodium azide in water. The magnetically recoverable β-zeolite could be easily separated from the reaction mixture with the aid of a magnet and reused in several consecutive reactions. Importantly, a series of characterizations studies allowed us to disclose the mechanism for the deactivation of the catalyst, and therefore to propose a method for its reactivation.
