58110-34-2

Upstream product

• 141-82-2 malonic acid 
• 7147-77-5 5-(4-nitrophenyl)-2-furaldehyde 
• 127-09-3 sodium acetate 
• 938056-33-8 methyl (E)-3-[5-(4-nitrophenyl)-furan-2-yl]acrylate 
• 24067-17-2 4-nitrophenylboronic acid 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 

Downstream Products

• 104431-32-5 2-(4-Nitrophenyl)-1-(5-(4-nitrophenyl)-2-furyl)ethylene 
• 179870-09-8 (E)-3-[5-(4-Nitro-phenyl)-furan-2-yl]-acryloyl azide 

Relevant academic research and scientific papers

Development of molecular probes for second-site screening and design of protein tyrosine phosphatase inhibitors

We report on the design, synthesis, and evaluation of a series of furanyl-salicyl-nitroxide derivatives as effective chemical probes for second-site screening against phosphotyrosine phosphatases (PTPs) using NMR-based techniques. The compounds have been

Structure-activity relationships of novel anti-malarial agents. Part 4: N-(3-Benzoyl-4-tolylacetylaminophenyl)-3-(5-aryl-2-furyl)acrylic acid amides

In a previous report, we have described novel anti-malarial compounds based on a 2,5-diaminobenzophenone scaffold. Here, we have invesigated acryloyl derivatives carrying a biaryl structure consisting of a terminal aryl residue and a central 2-furyl ring. Several compounds were obtained in the series of para-substituted phenylfurylacryloyl derivatives that displayed improved anti-malarial activity in comparison to earlier described derivatives. From the structure-activity relationships it can be deduced that there has to be a lipophilic moiety in the para-position of the terminal phenyl residue. Furthermore, there are indications that, alternatively, activity may benefit from the presence of a polar moiety with hydrogen bond acceptor properties.

Synthesis of 2-arylfuro[3,2-c]pyridines and their derivatives

A series of 2-arylfuro[3,2-c]pyridines was synthesized. 3-(5-Aryl-2-furyl)propenoic acids 1a-1h were converted to the acid azides 2a-2h, which in turn were cyclized to give 2-arylfuro[3,2-c]pyridine-4(5H)-ones 4a-4h by heating in Dowtherm. The pyridones 4a-4f were aromatized with phosphorus oxychloride to the 2-aryl-4-chlorofuro[3,2-c]pyridines 5a-5f, which were reduced with zinc and acetic acid to the title compounds 6a-6f. Reacted with phosphorus(V) sulfide, the pyridones 4a-4f yielded the corresponding thiones 7a-7f.

ARYLATION OF FURAN COMPOUNDS BY ARENEDIAZONIUM SALTS

3-(5-Aryl-2-furyl)acrylic acids were obtained by the reaction of 5-arylfurfurals with malonic acid.They were arylated by diazonium salts with decarboxylation and the formation of 5-aryl-2-styrylfurans.The latter were also obtained by the interaction of furylacrolein with diazonium salts.This reaction also gave 3-(5-aryl-2-furyl)acroleins and the corresponding arylfurylacrylic acids, which were arylated again with the release of CO2 and the formation of 5-aryl-2-styrylfurans. 3-(5-Aryl-2-furyl)acroleins were also synthesized by the condensation of 5-arylfurfurals with acetaldehyde under phase-transfer conditions.The s-trans configuration of the furan ring and the exocyclic double bond were established in the obtained compounds by the PMR method.