Introducing mercaptoacetic acid locking imine reaction into polymer chemistry as a green click reaction

2014 ◽  
Vol 5 (8) ◽  
pp. 2695-2699 ◽  
Author(s):  
Yuan Zhao ◽  
Bin Yang ◽  
Chongyu Zhu ◽  
Yaling Zhang ◽  
Shiqi Wang ◽  
...  

Some multicomponent reactions (MCRs) are similar to click reactions to give highly selective products with reliable high yield and effective atom utilization, implying that they can also be recognized as click reactions.

2018 ◽  
Author(s):  
Mariano Vera-Hidalgo ◽  
Emerson Giovanelli ◽  
Cristina Navío ◽  
Emilio Pérez

The physical properties of ultrathin transition metal dichalcogenides (2D-TMDCs) make them promising candidates as active nanomaterials for catalysis, optoelectronics, and biomedical applications. Chemical modification of TMDCs is expected to be key in modifying/adding new functions that will help make such promise a reality. We present a mild method for the modification of the basal planes of 2H-MoS<sub>2</sub> and WS<sub>2</sub>. We exploit the soft nucleophilicity of sulfur to react it with maleimide derivatives, achieving covalent functionalization of 2H-TMDCs under very mild conditions. Extensive characterization proves that the reaction occurs through Michael addition. Our results adapt one of the most popular “click” reactions in polymer chemistry and biochemistry to obtain a powerful tool for the chemical manipulation of TMDCs.


2018 ◽  
Author(s):  
Mariano Vera-Hidalgo ◽  
Emerson Giovanelli ◽  
Cristina Navío ◽  
Emilio Pérez

The physical properties of ultrathin transition metal dichalcogenides (2D-TMDCs) make them promising candidates as active nanomaterials for catalysis, optoelectronics, and biomedical applications. Chemical modification of TMDCs is expected to be key in modifying/adding new functions that will help make such promise a reality. We present a mild method for the modification of the basal planes of 2H-MoS<sub>2</sub> and WS<sub>2</sub>. We exploit the soft nucleophilicity of sulfur to react it with maleimide derivatives, achieving covalent functionalization of 2H-TMDCs under very mild conditions. Extensive characterization proves that the reaction occurs through Michael addition. Our results adapt one of the most popular “click” reactions in polymer chemistry and biochemistry to obtain a powerful tool for the chemical manipulation of TMDCs.


2018 ◽  
Vol 55 (1B) ◽  
pp. 152
Author(s):  
Thuy Thu Truong

In this study, the synthesis of a telechelic linker bearing both azide and thiol functional groups was described. The reaction conditions were investigated to optimize the reaction yield. The product was analyzed using thin layer chromatography (TLC) and proton nuclear magnetic resonance (1H NMR). The employment of the obtained azide–thiol linker in heterogeneous polymer “click” functionalization was demonstrated for the first time, which was monitored by an online FT–IR method. The obtained telechelic azide–thiol linker is envisioned to be useful chemical tools to link macromolecular chains via orthogonal click reactions.


2020 ◽  
Vol 9 (1) ◽  
pp. 919-923

Biginelli, an important multicomponent reaction provides an avenue for the synthesis of different biologically active heterocyclic compounds. During the past decade, one pot multicomponent reactions have attracted the attention of organic and medicinal chemists due to high atom economy, time and enery saving convergent nature. The present manuscript reports a simple one pot three component synthesis of 3, 4-dihydroprimidin-2(1H)-thiones from various diversely substituted aldehydes, ethyl acetoacetate and thiourea using a orange peel powder as a natural catalyst on ultrasonic irradiation in aqueous medium as the solvent. The advantages of this reaction are less reaction time, high yield, easy availability of the catalyst and green nature.


2020 ◽  
Vol 49 (43) ◽  
pp. 15504-15510
Author(s):  
Lisa Suntrup ◽  
Julia Beerhues ◽  
Oliver Etzold ◽  
Biprajit Sarkar

A series of mono- and dicopper complexes with mesoionic carbenes are tested as pre-catalysts for the halo-click reaction.


2016 ◽  
Vol 3 (9) ◽  
pp. 160090 ◽  
Author(s):  
Biswadip Banerji ◽  
K. Chandrasekhar ◽  
Sunil Kumar Killi ◽  
Sumit Kumar Pramanik ◽  
Pal Uttam ◽  
...  

‘Click reactions’ are the copper catalysed dipolar cycloaddition reaction of azides and alkynes to incorporate nitrogens into a cyclic hydrocarbon scaffold forming a triazole ring. Owing to its efficiency and versatility, this reaction and the products, triazole-containing heterocycles, have immense importance in medicinal chemistry. Copper is the only known catalyst to carry out this reaction, the mechanism of which remains unclear. We report here that the ‘click reactions’ can also be catalysed by silver halides in non-aqueous medium. It constitutes an alternative to the well-known CuAAC click reaction. The yield of the reaction varies on the type of counter ion present in the silver salt. This reaction exhibits significant features, such as high regioselectivity, mild reaction conditions, easy availability of substrates and reasonably good yields. In this communication, the findings of a new catalyst along with the effect of solvent and counter ions will help to decipher the still obscure mechanism of this important reaction.


2015 ◽  
Vol 6 (18) ◽  
pp. 3543-3548 ◽  
Author(s):  
Haoze Hu ◽  
Jun You ◽  
Weiping Gan ◽  
Jinping Zhou ◽  
Lina Zhang

Allyl cellulose can be synthesized from cellulose and allyl chloride in NaOH/urea aqueous solutions and is further used to synthesize a variety of new cellulose derivatives through the thiol–ene click reaction.


2015 ◽  
Vol 68 (4) ◽  
pp. 680 ◽  
Author(s):  
Ciarán Dolan ◽  
Briar Naysmith ◽  
Simon F. R. Hinkley ◽  
Ian M. Sims ◽  
Margaret A. Brimble ◽  
...  

The objective of this research was to develop novel phosphonate-containing polymers as they remain a relatively under researched area of polymer chemistry. Herein, we report the synthesis and characterization of 2-(1-(2-(diethoxyphosphoryl)ethyl)-1H-1,2,3-triazol-4-yl)ethyl acrylate (M1) and diethyl (2-(4-(2-acrylamidoethyl)-1H-1,2,3-triazol-1-yl)ethyl)phosphonate (M2) monomers using the copper-catalyzed azide–alkyne cycloaddition (CuAAC) ‘click’ reaction, and their subsequent polymerization via both uncontrolled and reversible addition–fragmentation chain transfer (RAFT) polymerization techniques yielding phosphonate polymers (P1–P4).


RSC Advances ◽  
2017 ◽  
Vol 7 (59) ◽  
pp. 37474-37477 ◽  
Author(s):  
Youssef El Aziz ◽  
Nazia Mehrban ◽  
Peter G. Taylor ◽  
Martin A. Birchall ◽  
James Bowen ◽  
...  

A novel alkyne-terminated cubic-octameric POSS was synthesised in high yield and click chemistry has been used to attach bio-oligomers.


2020 ◽  
Vol 14 (1) ◽  
pp. 108-121
Author(s):  
Sulochana Sharma ◽  
Kailash Sharma ◽  
Sakshi Pathak ◽  
Mahendra Kumar ◽  
Praveen Kumar Sharma

The study of biodynamic heterosystems has proved to be the most attractive and useful for the development of potential drugs with superior properties and works effectively for the treatment of a variety of diseases, including pandemic ones. Out of the thousand biodynamic heterosystems, the quinazoline heterosystem is one that exhibits wide-ranging biological and pharmacological properties. Synthesis of potential medicinal material is comparatively challenging and needed enough time for clinical trials, testing, permissions for concerned authorities, production and supply. Therefore, researchers usually focused on novel methods incorporated with a high yield of previously approved chemical compounds. This present review article has focused on the synthesis of medicinally important quinazolines and their derivatives, which produce reaction products in less time with high yields, including more attention with eco-friendly green synthesis approaches incorporating multicomponent reactions (MCR), ionic liquids and microwave irradiations.


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