31802-50-3Relevant academic research and scientific papers
Novel synthesis of 1,5-disubstituted-1,2,3-triazolines catalysed by Zepto magnetic microspheres under the influence of a rotating magnetic field
Sharma, Priyanka,Vallabhapurapu, Srinivasu V.,Ho, Wei H.,Hemmaragala, Nanjundaswamy M.
, p. 163 - 168 (2019)
The novel reactor has been designed to perform chemical reactions under the influence of a magnetic field generated by alternating magnetic poles as a function of time. The system was successfully employed to synthesize a series of 1,5-disubstituted-1,2,3-triazolines via the regioselective [3 + 2] cycloaddition reactions between alkyl/aryl azides and nitroolefins catalysed by Zepto (para magnetic ultra-blue carboxy functionalized) microspheres (bead diameter 2.5 μm). All of the reactions went smoothly without any adverse effect on nitro, cyano, thienyl, hydroxy, halogens, and ether functions at 25 ± 2 °C and afforded 82%-99% pure products at a magnetic field of 18.99 mT and an exposure time of 180-240 min. The influence of the magnetic force exerted on the magnetic materials was found to enhance the catalytic activity of microspheres. The catalyst could easily be separated by simple centrifugation, which could be reused for at least 15 runs with no loss in activity.
Design and applications of new phosphine-free tetradentate Pd-catalyst: Regioselective C–H activation on 1-substituted 1,2,3-triazoles and indoles(NH-Free)
Markandeya, Sarma V.,Renuka, Ch.,Lakshmi, Parvathi K.,Rajesh,Sridhar, Chidara,Babu, Korupolu Raghu
supporting information, p. 135 - 145 (2017/12/28)
This article describes the synthesis of a new phosphine free tetradentate Pd catalyst using dl-2,3-diaminopropionic acid. The complex was characterized by Mass, IR, and 1H NMR. The catalyst is air stable at room temperature and non-hygroscopic. Application of this new catalyst to regioselective C–H activation on 1-substituted 1,2,3-triazole and indoles with aryl iodides to get corresponding C-5 and C-2 arylated products with satisfactory yields. All the products were characterized by spectroscopic studies.
Functionalized Silver Nanoparticle Catalyzed [3+2] Cycloaddition Reaction: Greener Route to Substituted-1,2,3-triazolines
Hemmaragala, Nanjundaswamy Marishetty,Abrahamse, Heidi,George, Blassan Plackal Adimuriyil,Gannimani, Ramesh,Govender, Patrick
, p. 464 - 473 (2016/02/23)
The [3+2] cycloaddition reaction between nitroolefins and alkyl/aryl azides was studied using functionalized silver nanoparticles (FnAgNPs) of average diameter 23 ± 1 nm as catalyst produced by the plant extract Protorhus longifolia. We found FnAgNPs to c
Synthesis of functionalized 1,2,3-triazoles using Bi2WO6 nanoparticles as efficient and reusable heterogeneous catalyst in aqueous medium
Paplal, Banoth,Nagaraju, Sakkani,Palakollu, Veerabhadraiah,Kanvah, Sriram,Kumar, B. Vijaya,Kashinath, Dhurke
, p. 57842 - 57846 (2015/07/20)
Synthesis of functionalized triazoles is reported via Bi2WO6 nanoparticle (10 mol%) mediated 1,3-dipolar cycloaddition reactions of β-nitrostyrenes, phenylacetylene and chalcones with azides (80 °C, 2-6 h) in water. The regioselectiv
Regioselective Synthesis of 1,5-Disubstituted 1,2,3-Triazoles by Reusable AlCl3 Immobilized on γ-Al2O3
Nanjundaswamy, Hemmaragala M.,Abrahamse, Heidi
, p. 967 - 974 (2015/03/30)
(Chemical Equation Presented) There is rapidly growing interest in the synthesis and use of substituted 1,2,3-triazoles. We report an easy and interesting procedure that demonstrates the effectiveness of surface-modified γ-Al2O3, which is reusable, efficient, catalytic, safe, and environmentally acceptable for the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via [3 + 2] cycloaddition of phenyl and benzyl azides with a series of aryl nitroolefins in good yields. No adverse effect on substituents such as nitro, cyano, hydroxy, ether linkage, and halogens was observed. The catalyst could easily be recycled and was reused for nine runs without losing its activity.
Pd-catalyzed regioselective arylation on the C-5 position of N-aryl 1,2,3-triazoles
Yamajala, K. Durga Bhaskar,Patil, Mahendra,Banerjee, Shaibal
, p. 3003 - 3011 (2015/03/30)
We herein report a highly efficient method for the arylation at the C-5 position of N-aryl 1,2,3-triazoles via a direct palladium catalyzed arylation reaction. The optimal reaction conditions required a combination of Pd(OAc)2 and tris(o-tolyl)
Ce(OTf)3-catalyzed [3 + 2] cycloaddition of azides with nitroolefins: Regioselective synthesis of 1,5-disubstituted 1,2,3-triazoles
Wang, Ying-Chun,Xie, Yu-Yang,Qu, Hong-En,Wang, Heng-Shan,Pan, Ying-Ming,Huang, Fu-Ping
, p. 4463 - 4469 (2014/06/09)
The first example of rare earth metal-catalyzed [3 + 2] cycloaddition of organic azides with nitroolefins and subsequent elimination reaction is described. In the presence of a catalytic amount of Ce(OTf)3, both benzyl and phenyl azides react with a broad range of aryl nitroolefins containing a range of functionalities selectively producing 1,5-disubstituted 1,2,3-triazoles in good to excellent yields.
Triazolines. 19. Nickel Peroxide Oxidation of Δ2-1,2,3-Triazolines. A Versatile General Synthetic Route to 1H-1,2,3-Triazoles
Kadaba, Pankaja K.,Edelstein, Steven B.
, p. 5891 - 5894 (2007/10/02)
Although the oxidative dehydrogenation of Δ2-1,2,3-triazolines using potassium permanganate in a phase-transfer catalyzed reaction system affords a convenient route for the synthesis of a number of 1-aryl-5-heteroaryl-substituted 1H-1,2,3-triaz
