Catalytic Amidomethylative [2+2+2] Cycloaddition of Formaldimine and Styrenes toward N-heterocycles

Synthesis ◽  
2021 ◽  
Author(s):  
Hetti Handi Chaminda Lakmal ◽  
Jacob Istre ◽  
Xiaolin Qian ◽  
Hui Zhou ◽  
Henry U Valle ◽  
...  

Chemo-switchable catalytic [2+2+2] cycloaddition of alkenes with formaldimines has been reported. Bis(tosylamido)methane (BTM) and 1,2-ditosyl-1,2-diazetidine (DTD), two bench-stable precursors for highly reactive tosylformaldimine, have been identified to be effective. BTM worked as a selective releaser of the formaldimine for catalytic [2+2+2] reactions toward hexahydropyrimidine products via a presumable “imine-alkene-imine” addition. A unique catalytic retro-[2+2] reaction of DTD was used and has enabled a proposed “imine-alkene-alkene” pathway with high chemoselectivity for the synthesis of 2,4-diarylpyperidine derivatives. The two alternative processes were catalyzed by simple and environmentally benign catalysts InCl3 and FeBr2, respectively.

2019 ◽  
Vol 1 (4) ◽  
pp. 16-20 ◽  
Author(s):  
A. V. Lugovaya ◽  
N. M. Kalinina ◽  
V. Ph. Mitreikin ◽  
Yu. P. Kovaltchuk ◽  
A. V. Artyomova ◽  
...  

Apoptosis, along with proliferation, is a form of lymphocyte response to activating stimuli. In the early stages of cell differentiation, the apoptotic response prevails and it results to the formation of tolerance to inductor antigen. Mature lymphocytes proliferate in response to stimulation and it means the initial stage in the development of the immune response. Since in this case apoptosis and proliferation acts as alternative processes, their ratio can serve as a measure of the effectiveness of the cellular response to activating signals. The resistance of autoreactive T-cells to apoptosis is the main key point in the development of type 1 diabetes mellitus (T1DM). Autoreactive T-cells migrates from the bloodstream to the islet tissue of the pancreas and take an active part in b cells destruction. The resistance of autoreactive effector T-cells to apoptosis may suggest their high proliferative potential. Therefore, the comparative evaluation of apoptosis and proliferation of peripheral blood lymphocytes can give a more complete picture of their functional state and thus will help to reveal the causes of ineffective peripheral blood T-ceiis apoptosis in patients with T1DM and will help to understand more deeply the pathogenesis of the disease. in this article, the features of proliferative response of peripheral blood T-cells in patients with T1DM and in individuals with high risk of developing T1DM have been studied. Apoptosis of T-cell subpopulations has been investigated. The correlation between the apoptotic markers and the intensity of spontaneous and activation- induced in vitro T-cells proliferation of was revealed. it was determined, that autoreactive peripheral blood T-cells were resistant to apoptosis and demonstrated the increased proliferative potential in patients with T1DM and in individuals with high risk of developing T1DM.


2019 ◽  
Vol 23 (16) ◽  
pp. 1778-1788 ◽  
Author(s):  
Gurpreet Kaur ◽  
Arvind Singh ◽  
Kiran Bala ◽  
Mamta Devi ◽  
Anjana Kumari ◽  
...  

A simple, straightforward and efficient method has been developed for the synthesis of (E)-3-(arylimino)indolin-2-one derivatives and (E)-2-((4-methoxyphenyl)imino)- acenaphthylen-1(2H)-one. The synthesis of these biologically-significant scaffolds was achieved from the reactions of various substituted anilines and isatins or acenaphthaquinone, respectively, using commercially available, environmentally benign and naturally occurring organic acids such as mandelic acid or itaconic acid as catalyst in aqueous medium at room temperature. Mild reaction conditions, energy efficiency, good to excellent yields, environmentally benign conditions, easy isolation of products, no need of column chromatographic separation and the reusability of reaction media are some of the significant features of the present protocol.


2019 ◽  
Vol 16 (2) ◽  
pp. 258-275 ◽  
Author(s):  
Navjeet Kaur

Background:A wide variety of biological activities are exhibited by N, O and S containing heterocycles and recently, many reports appeared for the synthesis of these heterocycles. The synthesis of heterocycles with the help of metal and non-metal catalyst has become a highly rewarding and important method in organic synthesis. This review article concentrated on the synthesis of S-heterocylces in the presence of metal and non-metal catalyst. The synthesis of five-membered S-heterocycles is described here.Objective:There is a need for the development of rapid, efficient and versatile strategy for the synthesis of heterocyclic rings. Metal, non-metal and organocatalysis involving methods have gained prominence because traditional conditions have disadvantages such as long reaction times, harsh conditions and limited substrate scope.Conclusion:The metal-, non-metal-, and organocatalyst assisted organic synthesis is a highly dynamic research field. For ßthe chemoselective and efficient synthesis of heterocyclic molecules, this protocol has emerged as a powerful route. Various methodologies in the past few years have been pointed out to pursue more sustainable, efficient and environmentally benign procedures and products. Among these processes, the development of new protocols (catalysis), which avoided the use of toxic reagents, are the focus of intense research.


2019 ◽  
Vol 16 (2) ◽  
pp. 288-293
Author(s):  
Yogesh W. More ◽  
Sunil U. Tekale ◽  
Nitishkumar S. Kaminwar ◽  
László Kótai ◽  
Tibor Pasinszki ◽  
...  

Aim and Objective: The present study was performed with the aim to develop an efficient and environmentally benign protocol for the synthesis of biologically siginifcant 3, 4-dihydropyrano[c]chromenes using a new catalytic material. The protocol involves the use of a reusable, environment friendly materials and solvents with operational simplicity. Materials and Methods: Carbon microsphere supported copper nanoparticles (Cu-NP/C) prepared from loaded cation exchange resin were synthesized, characterized with well versed analytical techniques such as XRD, SEM and Raman spectroscopy and the synthesized material was used as a catalyst for the environmentally benign synthesis of 3,4-dihydropyrano[c]chromenes. Results: The formation of carbon microsphere supported copper nanoparticles (Cu-NP/C) prepared from loaded cation exchange resin was confirmed by XRD, SEM and Raman spectroscopy which was employed as a heterogeneous material for the synthesis of 3,4-dihydropyrano[c]chromenes. The products formed were characterized by the analysis of spectroscopic data - NMR, IR and mass. The safe catalytic system offers several advantages including operational simplicity, environmental friendliness, high yield, and reusability of catalyst and green chemical transformation. Conclusion: Herein we report an easy and efficient protocol for the one-pot synthesis of dihydropyrano[ c]chromenes using environmentally benign MCR approach in ethanol as the green solvent. The method developed herein constitutes a valuable addition to the existing methods for the synthesis of titled compounds.


2016 ◽  
Vol 9 (1) ◽  
pp. 76-84 ◽  
Author(s):  
Mohamed Mahmoud Nasef ◽  
Masoumeh Zakeri ◽  
Jahanbakhsh Asadi ◽  
Ebrahim Abouzari-Lotf ◽  
Arshad Ahmad ◽  
...  

2021 ◽  
Vol 19 ◽  
pp. 100354
Author(s):  
Jiyaul Haque ◽  
Chandrabhan Verma ◽  
Vandana Srivastava ◽  
W.B. Wan Nik

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3667
Author(s):  
Mashooq A. Bhat ◽  
Ahmed M. Naglah ◽  
Siddique Akber Ansari ◽  
Hanaa M. Al-Tuwajiria ◽  
Abdullah Al-Dhfyan

A ChCl: Gly (DESs) promoted environmentally benign method was developed for the first time using the reaction of aryl aldehydes and dimedone to give excellent yields of xanthene analogues. The major application of this present protocol is the use of green solvent, a wide range of substrate, short reaction times, ease of recovery, the recyclability of the catalyst, high reaction yield, and ChCl: Gly as an alternative catalyst and solvent. In addition to this, all the synthesized compounds were evaluated for their in vitro antimycobacterial activity against M. tuberculosis H37Ra (MTB) and M. bovis BCG strains. The compounds 3d, 3e, 3f, and 3j showed significant antitubercular activity against MTB and M. bovis strains with minimum inhibitory concentration (MIC) values of 2.5−15.10 µg/mL and 0.26–14.92 µg/mL, respectively. The compounds 3e, 3f, and 3j were found to be nontoxic against MCF-7, A549, HCT 116, and THP-1 cell lines. All the prepared compounds were confirmed by 1H NMR and 13C NMR analysis.


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