scholarly journals Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions

2021 ◽  
Vol 17 ◽  
pp. 866-872
Author(s):  
Dat Phuc Tran ◽  
Yuki Sato ◽  
Yuki Yamamoto ◽  
Shin-ichi Kawaguchi ◽  
Shintaro Kodama ◽  
...  
Keyword(s):  
Trivalent Phosphorus ◽  
Terminal Alkynes ◽  
Homolytic Cleavage

The homolytic cleavage of the PV(O)–PIII bond in tetraphenyldiphosphine monoxide simultaneously provides both pentavalent and trivalent phosphorus-centered radicals with different reactivities. The method using V-40 as an initiator is successfully investigated for the regio- and stereoselective phosphinylphosphination of terminal alkynes giving the corresponding trans-isomers of 1-diphenylphosphinyl-2-diphenylthiophosphinyl-1-alkenes in good yields. The protocol can be applied to a wide variety of terminal alkynes including both alkyl- and arylalkynes.

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...

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