Arylglyoxal Monohydrates Research Articles

Indium Trichloride Catalyzed Synthesis of 2‐Aryl‐3‐aminobenzofuran Derivatives by a Three‐Component Reaction of Phenols, Arylglyoxal Monohydrates and para‐Toluenesulfonamide.

A concise and efficient synthetic approach to 2-aryl-3-aminobenzofuran derivatives via an InCl 3 -catalyzed three-component reaction of arylglyoxal monohydrates, phenols and para-toluenesulfonamide has been developed. The benzofuran derivatives were obtained in good to excellent yields while the formation of α-diketones as by-products was effectively inhibited. The influences of reaction temperature, solvent and the order of the addition were also investigated.

Indium Trichloride Catalyzed Synthesis of 2-Aryl-3-aminobenzofuran ­Derivatives by a Three-Component Reaction of Phenols, Arylglyoxal ­Monohydrates andpara-Toluenesulfonamide

A concise and efficient synthetic approach to 2-aryl-3-aminobenzofuran derivatives via an InCl 3 -catalyzed three-component reaction of arylglyoxal monohydrates, phenols and para-toluenesulfonamide has been developed. The benzofuran derivatives were obtained in good to excellent yields while the formation of α-diketones as by-products was effectively inhibited. The influences of reaction temperature, solvent and the order of the addition were also investigated.

Reactions of arylglyoxals with tetrasulfur tetranitrides (S4N4): Formation of 2-aroyl-5-arylimidazoles and 2-aroyl-5-aryloxazoles

Treatment of arylglyoxal monohydrates with tetrasulfur tetranitride in p-dioxane at reflux afforded 2-aroyl-5-arylimidizoles and 2-aroyl-5-aryloxazoles in 10 to 31% and 17 to 32% yields, respectively. With non-hydrate of arylglyoxals, yields of the latter increase somewhat, whereas essentially no changes in yields of the former were observed. A mechanism is proposed for the formation of the products.