Derivatives of 4H-Pyran-4-one with the Atom of Sulfur in the Side Chain.-[synthesis and biological evaluation of sulfur-containing derivatives of kojic acid such as (III), (IV), and (VIII)]. -(UHER, M.; KYSELICOVA, L.; RAJNIAKOVA, O.; HUDECOVA, D.; BRANSOVA, J.; BRTKO, J.; Chem.

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The 1,4-cycloaddition reaction of 4-phenyl-1,3-oxazole to 2-propinyl benzoate and dimethyl butinedioate afforded the respective 3-furylmethyl benzoate (I) and 3,4-bis(methoxycarbonyl)furan (II). These compounds served for the synthesis of 3-chloromethylfuran and 3,4-bis(chloromethyl)furan, which afforded via Wittig reaction 3-(β-arylvinyl)furans III (aryl = 5-nitro-2-furyl (IIIa), 5-nitro-2-thienyl (IIIb), 1-methyl-4-nitro-2-pyrrolyl (IIIc), and 4-nitrophenyl (IIIe)) and 3,4-bis(β-arylvinyl)furans IV (aryl = 5-nitrofuryl (IVa), 5-nitro-2-thienyl (IVc), and 4-nitrophenyl (IVd)). According to spectral evidence (1H NMR, IR, UV spectra), compound IIIa and IIIb originated as E isomers, whilst the remaining products are a mixture of E and Z isomers; some couples were succeded to separate.

La dihydro‐2,3 imidazo[1,5‐a]pyridinethione‐3 est ‐préparée aisément à partir de l'aminométhyl‐2 pyridine et est ensuite S‐alkylée ou ‐aralkylée. On décrit, dans le cas du dérivé 3‐thiométhylé, la trifluoroacétylation en ‐1,l'oxydation en méthylsulfone et l'hydrolyse des trifluorocétones en acides alkylthio‐3 et alkylsulfonyl‐3 imidazo[1,5‐a]pyridine carboxyliques‐1.

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