33471-63-5Relevant academic research and scientific papers
An enolate-mediated regioselective synthesis of 1,2,3-triazoles via azide-aldehydes or ketones [3+2]-cycloaddition reactions in aqueous phase
Chavan, Subhash P.,Joshi, Sameer M.,Llop, Jordi,Rode, Chandrashekhar V.,Tripathi, Anupam
supporting information, (2020/02/13)
A synthetic route for the direct conversion of arylazides into the corresponding trizoles via phase transfer catalyst-assisted [3+2] cycloaddition reaction under basic conditions in aqueous medium is reported. This synthetic methodology, which offers high
Nucleophilic Iron Complexes in Proton-Transfer Catalysis: An Iron-Catalyzed Dimroth Cyclocondensation
Baykal, Aslihan,Zhang, Dihan,Knelles, Jakob,Alt, Isabel T.,Plietker, Bernd
, 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.
Metal-Free Intermolecular Azide-Alkyne Cycloaddition Promoted by Glycerol
Rodríguez-Rodríguez, Marta,Gras, Emmanuel,Pericàs, Miquel A.,G?mez, Montserrat
supporting information, p. 18706 - 18710 (2016/01/25)
Metal-free intermolecular Huisgen cycloadditions using nonactivated internal alkynes have been successfully performed in neat glycerol, both under thermal and microwave dielectric heating. In sharp contrast, no reaction occurs in other protic solvents, su
An enolate-mediated organocatalytic Azide-Ketone [3+2]-cycloaddition reaction: Regioselective high-yielding synthesis of fully decorated 1,2,3-Triazoles
Shashank, Adluri B.,Karthik,Madhavachary,Ramachary, Dhevalapally B.
supporting information, p. 16877 - 16881 (2015/01/09)
An enolate-mediated organocatalytic azide-ketone [3+2]-cycloaddition (OrgAKC) reaction of a variety of enolizable arylacetones and deoxybenzoins with aryl azides was developed for the synthesis of fully decorated 1,4-diaryl-5-methyl(alkyl)-1,2,3-triazoles
An abnormal N-heterocyclic carbene-copper(I) complex in click chemistry
Sau, Samaresh Chandra,Roy, Sudipta Raha,Sen, Tamal K.,Mullangi, Dinesh,Mandal, Swadhin K.
, p. 2982 - 2991 (2014/03/21)
Herein we report the synthesis of a copper(I) chloro complex using an abnormal N-heterocyclic carbene (aNHC) salt, 1,3-bis(2,6-diisopropylphenyl)-2,4- diphenylimidazolium. The Cu(aNHC) complex efficiently catalyzed Huisgen 1,3-dipolar cycloaddition reacti
Copper-mediated synthesis of 1,2,3-triazoles from N-tosylhydrazones and anilines
Chen, Zhengkai,Yan, Qiangqiang,Liu, Zhanxiang,Xu, Yiming,Zhang, Yuhong
supporting information, p. 13324 - 13328 (2014/01/06)
NNNifty targets: In a straightforward copper-mediated synthesis of 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles, readily available aniline and N-tosylhydrazone substrates underwent cyclization through Ci￡N and Ni￡N bond formation (see scheme
Zn/C-catalyzed cycloaddition of azides and aryl alkynes
Meng, Xu,Xu, Xiaoyun,Gao, Tingting,Chen, Baohua
experimental part, p. 5409 - 5414 (2010/11/18)
Charcoal impregnated with zinc was able to catalyze the cycloaddition of organic azides and alkynes to provide the corresponding 1,4-disubstituted 1,2,3-triazoles and 1,4,5-trisubstituted 1,2,3-triazoles in good to excellent yields. Noteworthy was that th
Regioselective synthesis of 1,2,3-triazole derivatives via 1,3-dipolar cycloaddition reactions in water
Wang, Zhong-Xia,Qin, Hua-Li
, p. 2450 - 2451 (2007/10/03)
Reaction of an arylacetylene with an azide in hot water gave 1,4-disubstituted 1,2,3-triazoles in high yields, while similar reaction between a terminal aliphatic alkyne and an azide (except m-nitroazidobenzene) afforded a mixture of regioisomers with the
REACTIONS DES METHYLAZIDE ET PHENYLAZIDE AVEC QUELQUES ALCYNES ET OLEFINES α-NITREES. SYNTHESE REGIOSPECIFIQUE DES 1,2,3 TRIAZOLES
Piet, J. C.,Hetet, G. Le,Cailleux, P.,Benhaoua, H.,Carrie, R.
, p. 33 - 44 (2007/10/03)
The reactions of alkynes and α-nitro-olefines with methylazide and phenylazide was studied.In contrast to known reactions with alkynes which are non-regioselective, methylazide and phenylazide react regiospecifically with α-nitro-olefines and give only one type of triazole after elimination of HNO2.These reactions are very useful synthetic approaches to 1,2,3 triazoles.
