126739-60-4

Upstream product

• 17113-31-4 2-(4-methoxyphenyl)furan 
• 586-78-7 para-nitrophenyl bromide 
• 6552-62-1 3-(4-methoxyphenyl)-1-(4-nitrophenyl)prop-2-en-1-one 
• 34070-33-2 5-(4-methoxyphenyl)furan-2-carbaldehyde 
• 52938-99-5 5-((4-methoxy)phenyl)furan-2-carboxylic acid 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 28123-72-0 2-(4-nitrophenyl)furan 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 100-01-6 4-nitro-aniline 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 188483-26-3 3-bromo-2-(4-methoxyphenyl)-5-(4-nitrophenyl)furan 

Relevant academic research and scientific papers

Further reactions of furans with trithiazyl trichloride; mechanistic considerations

The reaction of 2,5-diarylfurans with trithiazyl trichloride 1 to give 5-aroyl-3-arylisothiazoles in a useful one-step synthesis of isothiazoles has been extended to both weakly and strongly polarised unsymmetrical 2,5-diarylfurans. These react in an entirely analogous manner; the more electron releasing aryl group becomes incorporated into the 5-aroyl group of the isothiazole as the exclusive (strong polarisation) or the major (weak polarisation) product. However, with 3-bromo-2-(4-methoxyphenyl)-5-(4-nitrophenyl)-furan 7, where the more reactive furan β-position is now substituted, this regiospecificity is reversed (to give isothiazole 8). When one of the α-aryl groups in the furan is replaced by methyl the same regiospecific isothiazole formation is now accompanied by some ring and side chain chlorination (15 → 16 + 17 + 18). All of these results can be explained by mechanisms (Schemes 2 and 5) which involve initial electrophilic attack of the furan to give a β-thiazyl derivative. This highly reactive (nitrenoid) substituent then induces a novel opening of the furan ring 21 to give a highly delocalised intermediate 22 which recyclises to the isothiazole.

Synthesis of 2,5-Diaryl Nonsymmetric Furans C6-Platform Chemicals via Catalytic Conversion of Biomass and the Formal Synthesis of Dantrolene

Biomass-derived commodity chemical 5-hydroxymethyl furfural is an underutilized C6-platform chemical derived from cellulose that is ideal to prepare next-generation value-added products. We have developed an efficient synthetic strategy to access 2,5-diar

σ-Bond initiated generation of aryl radicals from aryl diazonium salts

σ-Bond nucleophiles and molecular oxygen transform aryl diazonium salts into aryl radicals. Experimental and computational studies show that Hantzsch esters transfer hydride to aryl diazonium species, and that oxygen initiates radical fragmentation of the diazene intermediate to produce aryl radicals. The operational simplicity of this addition-fragmentation process for the generation of aryl radicals, by a polar-radical crossover mechanism, has been illustrated in a variety of bond-forming reactions.

Visible-Light Induced Direct Synthesis of Polysubstituted Furans from Cyclopropyl Ketones

In this article, a photoredox protocol for the synthesis of furans via oxidative coupling of olefin generated in situ from cyclopropyl ketones with ketonic oxygen atom is presented. Moreover, bromination of furans in the presence of overstoichiometric oxidant has been achieved with high regioselectivity.