68870-52-0Relevant academic research and scientific papers
Organocatalytic Enamine–Azide Addition Reaction in the Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles
Sokolnikova,Proidakov,Kizhnyaev
, p. 376 - 382 (2021/04/13)
Abstract: A high efficiency of diethanolamine as organocatalyst in the cycloaddition of organic (including heterocyclic) mono-, di-, and triazides to active methylene compounds has been demonstrated. As a result, a number of functionally substituted bi- a
Nucleophilic Iron Complexes in Proton-Transfer Catalysis: An Iron-Catalyzed Dimroth Cyclocondensation
Baykal, Aslihan,Zhang, Dihan,Knelles, Jakob,Alt, Isabel T.,Plietker, Bernd
supporting information, p. 3003 - 3010 (2019/08/21)
The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) is an active catalyst in C?H-amination but also in proton-transfer catalysis. Herein, we describe the successful use of this complex as a proton-transfer catalyst in the cyclocondensation reaction between azides and ketones to the corresponding 1,2,3-triazoles. Cross-experiments indicate that the proton-transfer catalysis is significantly faster than the nitrene-transfer catalysis, which would lead to the C?H amination product. An example of a successful sequential Dimroth triazole–indoline synthesis to the corresponding triazole-substituted indolines is presented.
A simple route towards the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles from primary amines and 1,3-dicarbonyl compounds under metal-free conditions
Guo, Ningxin,Liu, Xiufen,Xu, Hongyan,Zhou, Xi,Zhao, Huaiqing
supporting information, p. 6148 - 6152 (2019/07/03)
An acetic acid-promoted approach that enables the synthesis of 1,4,5-trisubstituted 1,2,3-triazole derivatives has been achieved. This transformation employs readily available primary amines, 1,3-dicarbonyls and tosyl azide as the starting materials via a
Cycloadduct formation of α,β-unsaturated esters with azides catalyzed by NHC systems
Yuan, Huijun,Gao, Hua,Liu, Kun,Liu, Zhantao,Wang, Jian,Li, Wenjun
supporting information, p. 9066 - 9070 (2017/11/14)
NHC-catalyzed cycloadduct formation of α,β-unsaturated esters with azides has been developed. This strategy could generate 1,2,3-triazoles and dihydropyrazoles with high yields and regioselectivities in the presence of an N-heterocyclic carbene catalyst.
SYNTHESIS AND THERMAL REARRANGEMENT OF 5-DIAZOMETHYL-1,2,3-TRIAZOLES
L'Abbe, Gerrit,Dehaen, Wim
, p. 461 - 470 (2007/10/02)
5-Diazomethyl-4-methoxycarbonyltriazoles are capable of undergoing ring-degenerate rearrangements (19+20) when a strong electron withdrawing substituent (e.g. p-nitrophenyl or o,p-dinitrophenyl) is located at the N-1 position.Whereas the unrearranged diaz
