833-31-8

Upstream product

• 24526-69-0 4-methyl-2-oxo-2H-chromene-3-carbonitrile 
• 89228-65-9 4-Methyl-2-oxo-2H-chromene-3-carboxylic acid hydroxyamide 
• 24526-68-9 4-methyl-2-oxo-2H-chromene-3-carboxamide 
• 118-93-4 o-hydroxyacetophenone 
• 1196-29-8 2-hydroxyacetophenoneoxime 
• 7327-78-8 2-[1-(2-phenylhydrazino)ethyl]phenol 
• 2033-24-1 cycl-isopropylidene malonate 
• 99275-33-9 4-methyl-2-oxo-2H-1-benzopyran-3-carboxylic acid 2-phenylhydrazide 

Downstream Products

• 607-71-6 4-methyl-2H-chromen-2-one 
• 1311403-51-6 4-(but-3-en-1-yl)-2H-chromen-2-one 

Relevant academic research and scientific papers

Silver-Mediated Oxidative Decarboxylative Trifluoromethylthiolation of Coumarin-3-carboxylic Acids

The introduction of trifluoromethylthio groups into organic compounds, in particular heterocycles, is important because of the prevalence of these structures in medicinally and agriculturally relevant molecules. Herein, the silver-mediated oxidative decarboxylative trifluoromethylthiolation of coumarin-3-carboxylic acids is reported. This methodology utilizes existing carboxylic acid functionalities for the direct conversion to CF3S groups and results in a broad scope of 3-trifluoromethylthiolated coumarins, including analogues of natural products, in moderate to excellent yields.

A green chemical synthesis of coumarin-3-carboxylic and cinnamic acids using crop-derived products and waste waters as solvents

Crop-derived products, like juices obtained from edible fruits and vegetables, and waste waters deriving from agricultural and industrial processing have been recently exploited to efficiently promote several ‘classic’ and innovative synthetic organic reactions. Such a green chemical approach prevented the use of toxic, polluting, and hazardous materials and in the mean time allowed to increase the commercial values of crop products and industrial byproducts. Coumarin-3-carboxylic and cinnamic acids represent classes of naturally occurring and semi-synthetic compounds with interesting and promising pharmacological activities. In this Letter a new and improved methodology for the Knoevenagel condensation yielding the title compounds using juices from edible fruits and vegetables (lemon, grapefruit, carrot, pomegranate, kiwi, vinegar, tomato), liqueurs (limoncello), and waste waters (buttermilk and residues of olive processing) as solvents is described. Coumarin-3-carboxylic and cinnamic acids have been synthesized in excellent yields by ultrasound irradiation from differently substituted 2-hydroxybenzaldehydes, 2-hydroxyacetophenones, and benzaldehydes, and Meldrum's acid as starting substrates. The findings described herein enforce the concept of the usefulness of products and byproducts derived from agriculture and food industry to accomplish green chemical processes.

Rapid synthesis of novel and known coumarin-3-carboxylic acids using stannous chloride dihydrate under solvent-free conditions

Various coumarin-3-carboxylic acid (=2-oxo-2H-1-benzopyran-3-carboxylic acid; CcaH) derivatives have been synthesized in good yields using catalytic amounts of SnCl2·2 H2O under solvent-free conditions. This inexpensive, nontoxic, and readily available catalytic system (10 mol-%) efficiently catalyzes the Knoevenagel condensation and intramolecular cyclization of various 2-hydroxybenzaldehydes or acetophenones with Meldrum's acid. High product yields, use of inexpensive and safe catalyst, and solvent-free conditions display both economic and environmental advantages. Copyright

Migratory decarboxylative coupling of coumarins: Synthetic and mechanistic aspects

On the move: Decarboxylative coupling of allyl 4-methyl-3-carboxycoumarins provides the products of γ-allylation of the methyl group rather than the typical regiospecific α-allylation. Mechanistic studies show that intramolecular proton transfer from the 4-methyl group to the 3-carboxylate allows allylation of the remote methyl group. The resulting 4-butenyl-3-carboxyl coumarin undergoes Pd0-catalyzed decarboxylation to provide the observed products (see scheme). Copyright

COSMETIC OR DERMATOLOGICAL COMPOSITION COMPRISING A POLYMER BEARING JUNCTION GROUPS, AND COSMETIC TREATMENT PROCESS

The present patent application relates to a cosmetic or dermatological composition comprising, in a cosmetically or dermatologically acceptable medium, a polymer comprising: (a) a polymer backbone that may be obtained by reaction: of a polyol comprising 3 to 6 hydroxyl groups;of a monocarboxylic acid containing 6 to 32 carbon atoms;of a polycarboxylic acid comprising at least two carboxylic groups COOH, and/or of a cyclic anhydride such as a polycarboxylic acid and/or of a lactone comprising at least one carboxylic group COOH; and(b) at least one junction group linked to the said polymer backbone and capable of establishing H bonds with one or more partner junction groups, each pairing of a junction group involving at least three H (hydrogen) bonds. The patent application also concerns a cosmetic treatment process using the said composition.

A convenient synthesis of coumarin-3-carboxylic acids via Knoevenagel condensation of Meldrum's acid with ortho-hydroxyaryl aldehydes or ketones

Coumarin-3-carboxylic acids were obtained in high yields with excellent purity from ortho-hydroxybenzaldehydes and Meldrum's acid after a 2 h reflux in ethanol. The less reactive ketones were first reacted with alcoholic ammonia to form ketimines, which were then condensed with Meldrum's acid to generate 4-alkylcoumarin-3-carboxylic acids in moderate yields.

Lithium perchlorate and lithium bromide catalysed solvent free one pot rapid synthesis of 3-carboxycoumarins under microwave irradiation

Reaction of 2-hydroxy or 2-methoxy substituted benzaldehydes or acetophenones with Meldrum's acid in the presence of a catalytic amount of LiCIO4 or LiBr without solvent under microwave irradiation afforded 3-carboxycoumarins in excellent yields.

Novel Reactions of Carbon Suboxide. VI. Synthesis of 2-Oxo-1-benzopyran- and 2-Oxoquinoline-3-carboxylic Acid Hydrazides

A simple, one step synthesis of 2-oxo-1-benzopyran- and 2-oxoquinoline-3-carboxylic acid hydrazides from carbon suboxide and hydrazones is described.

NOVEL REACTIONS OF CARBON SUBOXIDE. IV. SYNTHESIS OF SOME N-HYDROXY-2-OXO-2H-1-BENZOPYRAN-3-CARBOXAMIDES

Some N-hydroxy-2-oxo-2H-1-benzopyran-3-carboxamides have been prepared by reaction of carbon suboxide with 2-hydroxyaryloximes.