Synthesis of vinyl sulfides and thioethers via hydrothiolation reaction of 4-hydroxydithiocoumarin and arylacetylenes/styrenes†

2021 ◽  
Author(s):  
Santa Mondal ◽  
Sabina Yashmin ◽  
Abu Taleb Khan
Keyword(s):  
Terminal Alkynes ◽  
Vinyl Sulfides

Synthesis of vinyl sulfides (3a-m) and thioethers (7a-k), exclusive Markovnikov products, are reported by using copper(I) iodide catalyzed regioselective hydrothiolation reaction of terminal alkynes/alkenes and 4-hydroxydithiocoumarin. However, anti-Markovnikov hydrothiolation products...

Water-promoted regioselective hydrothiolation of alkynes

2009 ◽  
Vol 87 (11) ◽  
pp. 1605-1609 ◽  
Author(s):  
Sukalyan Bhadra ◽  
Brindaban C. Ranu
Keyword(s):  
Room Temperature ◽  
Terminal Alkynes ◽  
Vinyl Sulfides ◽  
Markovnikov Addition

Water promotes hydrothiolation of unactivated alkynes efficiently without any catalyst or additive. The reaction at room temperature furnishes vinyl sulfides with high regioselectivity via anti-Markovnikov addition. The terminal alkynes provide dithiolanes at 80 °C by bis-addition. The reactions are very clean and high yielding.

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
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