Synthesis of a 3,4-Dihydro-1,3-oxazin-2-ones Skeleton via an Intermolecular [4 + 2] Process of N-Acyliminium Ions with Ynamides/Terminal Alkynes

2020 ◽  
Vol 85 (21) ◽  
pp. 13567-13578
Author(s):  
Xiao-Li Han ◽  
Xiao-Di Nie ◽  
Zhao-Dan Chen ◽  
Chang-Mei Si ◽  
Bang-Guo Wei ◽  
...  
Keyword(s):  
Terminal Alkynes ◽  
Acyliminium Ions

Synthesis of Novel 1,2,3-Triazole Derivatives of Isocoumarins and 3,4-Dihydroisocoumarin with Potential Antiplasmodial Activity In Vitro

2020 ◽  
Vol 16 ◽  
Author(s):  
Lucas da Silva Santos ◽  
Matheus Fillipe Langanke de Carvalho ◽  
Ana Claudia de Souza Pinto ◽  
Amanda Luisa da Fonseca ◽  
Julio César Dias Lopes ◽  
...  
Keyword(s):  
Triazole Ring ◽  
Antiplasmodial Activity ◽  
World Health ◽  
Dipolar Cycloaddition ◽  
Terminal Alkynes ◽  
The World ◽  
Ic50 Values ◽  
Derivatives Of ◽  
Active Substances

Background: Malaria greatly affects the world health, having caused more than 228 million cases only in 2018. The emergence of drug resistance is one of the main problems in its treatment, demonstrating the urge for the development of new antimalarial drugs. Objective: Synthesis and in vitro antiplasmodial evaluation of triazole compounds derived from isocoumarins and a 3,4- dihydroisocoumarin. Method: The compounds were synthesized in 4 to 6-step reactions with the formation of the triazole ring via the Copper(I)-catalyzed 1,3-dipolar cycloaddition between isocoumarin or 3,4-dihydroisocoumarin azides and terminal alkynes. This key reaction provided compounds with an unprecedented connection of isocoumarin or 3,4-dihydroisocoumarin and the 1,2,3-triazole ring. The products were tested for their antiplasmodial activity against a Plasmodium falciparum chloroquine resistant and sensitive strains (W2 and 3D7, respectively). Results: Thirty-one substances were efficiently obtained by the proposed routes with an overall yield of 25-53%. The active substances in the antiplasmodial test displayed IC50 values ranging from 0.68-2.89 μM and 0.85-2.07 μM against W2 and 3D7 strains, respectively.

On-Surface Synthesis of Carbon-Based Scaffolds and Nanomaterials Using Terminal Alkynes

2015 ◽  
Vol 48 (7) ◽  
pp. 2140-2150 ◽  
Author(s):  
Florian Klappenberger ◽  
Yi-Qi Zhang ◽  
Jonas Björk ◽  
Svetlana Klyatskaya ◽  
Mario Ruben ◽  
...  
Keyword(s):  
Terminal Alkynes ◽  
Carbon Based

Importance of bases on the copper-catalyzed oxidative homocoupling of terminal alkynes to 1,4-disubstituted 1,3-diynes

2012 ◽  
Vol 53 (41) ◽  
pp. 5559-5561 ◽  
Author(s):  
Xinjiang Niu ◽  
Chunju Li ◽  
Jian Li ◽  
Xueshun Jia
Keyword(s):  
Terminal Alkynes ◽  
Oxidative Homocoupling

Dimethylzinc-mediated enantioselective addition of terminal alkynes to 1,2-diketones using perhydro-1,3-benzoxazines as ligands

2021 ◽  
Author(s):  
Elena Prieto ◽  
Rebeca Infante ◽  
Javier Nieto ◽  
Celia Andres
Keyword(s):  
Chiral Ligand ◽  
Terminal Alkynes ◽  
Conformationally Restricted ◽  
Enantioselective Addition

A conformationally restricted perhydro-1,3-benzoxazine derived from (-)-8-aminomenthol behaves as a good chiral ligand in the dimethylzinc-mediated enantioselective monoaddition of aromatic and aliphatic terminal alkynes to 1,2-diketones. The corresponding α-hydroxyketones were...

The Azidosulfonylation of Terminal Alkynes Leading to β-azidovinyl Sulfones

2021 ◽  
Author(s):  
Long Zheng ◽  
Zhanjing Wang ◽  
Chen Li ◽  
Yong Wu ◽  
Zhaohong Liu ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Functional Group ◽  
High Yield ◽  
Terminal Alkynes

We reported herein the first example of N3 radical-mediated azidosulfonylation of alkynes, affording the β-azidovinyl sulfone products in broad substrate scope, excellent functional group compatibility, and high yield. DFT calculations...

[3 + 2] Cycloaddition of α-Aryl-α-diazoacetates with Terminal Alkynes via the Cooperative Catalysis of Palladium and Acid

ACS Catalysis ◽  
2021 ◽  
pp. 10789-10795
Author(s):  
Hongyu Guo ◽  
Sheng Zhang ◽  
Xiaoqiang Yu ◽  
Xiujuan Feng ◽  
Yoshinori Yamamoto ◽  
...  
Keyword(s):  
Terminal Alkynes ◽  
Cooperative Catalysis
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