Abstract:Methyl/ethyl β-ketoesters when treated with various alcohols along with catalytic amount of Zn dust in refluxing toluene undergo smooth transesterification.
“…[10][11][12][13] One of the predominantly employed strategies for the synthesis of coumarins is based on the Knoevenagel condensation of salicyl aldehydes and active methylene compounds. Besides the use of aldehydes, [14,15] there are some reports on the use of 2-hydroxyacetophenones [16] for the synthesis of 4-methylcoumarins [17] and on the use of 2-hydroxybenzophenones for the synthesis of 3,4-diphenylcoumarins by condensation with phenylacetic acids, [18] but no reports on the use of 2-4130 intramolecular lactonization, and decarboxylation reactions. The method can be applied to a broad scope of neoflavonoids.…”
4‐Arylcoumarins are synthesized in very good yields through solvent‐free microwave irradiation of 2‐hydroxybenzophenones and alkyl malonate in the presence of DBU. The one‐pot synthesis is carried out with Knoevenagel condensation, intramolecular lactonization, and decarboxylation reactions. The method can be applied to a broad scope of neoflavonoids.
“…[10][11][12][13] One of the predominantly employed strategies for the synthesis of coumarins is based on the Knoevenagel condensation of salicyl aldehydes and active methylene compounds. Besides the use of aldehydes, [14,15] there are some reports on the use of 2-hydroxyacetophenones [16] for the synthesis of 4-methylcoumarins [17] and on the use of 2-hydroxybenzophenones for the synthesis of 3,4-diphenylcoumarins by condensation with phenylacetic acids, [18] but no reports on the use of 2-4130 intramolecular lactonization, and decarboxylation reactions. The method can be applied to a broad scope of neoflavonoids.…”
4‐Arylcoumarins are synthesized in very good yields through solvent‐free microwave irradiation of 2‐hydroxybenzophenones and alkyl malonate in the presence of DBU. The one‐pot synthesis is carried out with Knoevenagel condensation, intramolecular lactonization, and decarboxylation reactions. The method can be applied to a broad scope of neoflavonoids.
“…Gratifyingly, the yield of 3a increased significantly when base was added to the reaction system (entry 6). Some electron-withdrawing groups such as F and CN gave slightly lower yields (entries [12][13]. To our delight, 3a was obtained in good yield (entry 9) even without adding PTC, which demonstrated that the PTC was not crucial for the model reaction (entries 9-10).…”
A simple, highly efficient and environmentally benign method for the synthesis of benzyl dithiocarbamates was reported. Without addition of metal catalyst, a series of 34 benzyl dithiocarbamates were obtained in good to excellent yields by treating benzyl halides with tetraalkylthiuram disulfides in water. The protocol allows easy access to C(sp3)–S bond formation, features the advantages of easy performance, environmental friendliness, good to excellent yields, and good functional tolerance, showing potential value for the preparation of some biologically active compounds.
“…13−16 The reaction is catalyzed by sodium hydroxide, 14 clays, 15 or lithium salts. 16 A solid-phase approach has also been described. 17 Our laboratory has been engaged in the exploration of practical green chemistry that eliminates or minimizes the use of volatile solvents that are dangerous to human life and the environment.…”
Synthesis of substituted coumarin-3-carboxylic acid via Knoevenagel condensation of meldrum's acid with ortho-hydroxyaryl aldehydes in solventless system is described.
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