463352-90-1

Upstream product

• 620-02-0 5-Methylfurfural 
• 70-55-3 toluene-4-sulfonamide 
• 879059-62-8 C₁₃H₁₅NO₄S 
• 108-24-7 acetic anhydride 

Downstream Products

• 943594-47-6 C₁₇H₂₃NO₃S 
• 1403651-32-0 bis(5-methylfuran-2-yl)-N-tosylmethanamine 
• 1093944-34-3 5-methyl-2-[(4-methylphenyl)sulfonyl]-1-cyclopropyl-2,3-dihydro-1H-isoindol-4-ol 
• 1403650-91-8 2-cyclopropyl-4-(5-methylfuran-2-yl)-1-tosyl-2,5-dihydro-1H-pyrrole 
• 1403651-14-8 2,5-dihydro-2,4-bis(5-methylfuran-2-yl)-1-tosyl-1H-pyrrole 

Relevant academic research and scientific papers

Synthesis of 3-sulfonyloxypyridines: Oxidative ring expansion of α-furyl-sulfonamides and N→O sulfonyl transfer

N-Sulfonyl pyridinones derived from α-furylsulfonamides may be aromatised with concomitant N→O sulfonyl transfer to produce 3-sulfonyloxypyridines. Georg Thieme Verlag Stuttgart.

From Furan-Yne Systems to para -Benzoquinone Derivatives: Gold-Catalyzed Cyclization and Oxidation, and Further Reduction by Sodium Dithionate

A series of furan-yne systems were transformed into the corresponding para -benzoquinone derivatives by gold(ΙΙΙ) catalyst. The two-step procedure consisted of a phenol synthesis and subsequent oxidation with iodobenzene diacetate. The reactions can be carried out in a one-pot procedure with the same precatalyst. The para -benzoquinone could simply be converted into the corresponding hydroquinones by reduction with sodium dithionate. This protocol features high efficiency, mild conditions, and wide substrate scopes.

Divergent gold-catalysed reactions of cyclopropenylmethyl sulfonamides with tethered heteroaromatics

Cyclopropenylmethyl sulfonamides with tethered heteroaromatics have been demonstrated to undergo divergent gold-catalysed cyclisation reactions. A formal dearomative (4+3) cycloaddition takes place with furan-tethered substrates, yielding densely functionalised 5,7-fused heterocycles related to the bioactive curcusone natural products. Indole-tethered substrates display divergent reactivity giving biologically important tetrahydro-β-carbolines via a Friedel-Crafts mechanism.

Combining gold and palladium catalysis: One-pot access to pentasubstituted arenes from furan-yne and En-diyne substrates

A series of furan-yne systems was transformed into the corresponding tetrasubstituted annelated phenol derivatives that bear one bromo group. The two-step procedure consisted of a phenol synthesis and a subsequent electrophilic bromination with N-bromosuccinimide (NBS). The reactions can be performed in a one-pot procedure with the same precatalyst. The halogenation reaction is highly selective only in the presence of the gold catalyst. En-diyne substrates were also suitable starting materials; then the pentasubstituted aromatic core showed a completely different substitution pattern for the phenolic products. Furthermore, a one-pot protocol that consisted of a gold-catalyzed phenol synthesis, a gold-catalyzed halogenation reaction, and a palladium-catalyzed Suzuki coupling was established. The overall efficiency of this procedure was excellent and the substrate scope of the reaction was broad. Copyright

Gold catalysis: Non-spirocyclic intermediates in the conversion of furanynes by the formal insertion of an alkyne into an aryl-alkyl C-C single bond

It takes al-kynes: The formation of furyl-substituted heterocycles from furanynes with donor groups on the furan-alkyne tether and mechanistic control experiments indicate the involvement of open-chained carbenium ions in the overall insertion of an alkyne into a C-C bond, rather than the usual spirocyclic intermediates (see scheme). Copyright

Synthesis and some transformations of 5-(N-tosylaminomethyl)furfuryl alcohols

Preparative methods were developed for the synthesis of 5-(N-tosylaminomethyl)furfuryl alcohols, and their behavior during the action of acidic catalysts was studied. It was established that the furan ring of these compounds is stable in the presence of o

Heterogeneous gold-catalysed synthesis of phenols

Nanoparticles of gold supported on nanocrystalline CeO2 catalyse the isomerisation of ω-alkynylfurans to phenols. Initial leaching of gold was observed, which could be minimised by calcining. Subsequent runs showed that once all soluble species