170456-76-5

Upstream product

• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 
• 108-95-2 phenol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 6236-69-7 methyl 2-hydroxycinnamate 
• 3487-90-9 n-butyl (E)-3-(o-hydroxyphenyl)acrylate 
• 696-62-8 para-iodoanisole 
• 1330062-40-2 (2-oxo-2H-chromen-4-yl)zinc bromide 
• 200055-89-6 4-(4-toluenesulfonyloxy)coumarin 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1448251-26-0 C₁₅H₁₆O₃ 
• 118-93-4 o-hydroxyacetophenone 
• 124-38-9 carbon dioxide 
• 110598-51-1 2-(1-(4-methoxyphenyl)vinyl)phenol 
• 3943-94-0 (E)-ethyl 2-hydroxycinnamate 

Downstream Products

• 32140-83-3 4-(4-methoxyphenyl)-3,4-dihydrocoumarin 

Relevant academic research and scientific papers

Cascade Synthesis of 4-Arylcoumarins: Pd-Catalyzed Arylations and Cyclizations with (E)-Ethyl 3-(2-Hydroxyaryl)acrylates and Triarylantimony Difluorides

Herein, we describe a simple general method for the synthesis of 4-arylcoumarins using pentavalent organoantimony compounds. The reactions of 3-(2-hydroxyaryl)acrylates with triarylantimony difluorides in the presence of Pd(OAc)2 (10 mol-%) and 2,2'-bipyridyl (10 mol-%) at 80 °C under aerobic conditions afforded 4-arylcoumarins in good-to-excellent yields. This protocol involves a cascade oxidative Heck-type arylation followed by cyclization, with all the aryl groups in the triarylantimony difluoride transferred to the coupling products. Triarylantimony difluorides resulted in better outcomes than those obtained with other pentavalent organoantimony or bismuth compounds.

Zeolite-promoted Synthesis of Coumarins and Thiocoumarins

Acidic zeolites, especially faujasites, efficiently promote the intramolecular cyclization of aryl propynoates and propynethioates, which produces coumarins and thiocoumarins, usually in high yields. Comparison with homogeneous Lewis or Br?nsted acids and

Photoinduced cyclization of alkynoates to coumarins with N-Iodosuccinimide as a free-radical initiator under ambient and metal-free conditions

An efficient photoinduced strategy for the preparation of coumarins was developed. In the presence of N-iodosuccinimide (NIS) as a free-radical initiator and under LED (380–385 nm) irradiation and metal-free conditions, the reaction of alkynoates underwen

Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates

A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.

Formal Carbene Insertion into C?O or C?N Bond: An Efficient Strategy for the Synthesis of 2-Substituted 2H-Chromene Derivatives from Chromene Acetals or Hemiaminal Ethers

We report the palladium/Br?nsted acid co-catalyzed formal insertion of carbene into the C?O or C?N bond of 2H-chromene acetals or hemiaminal ethers. This transformation was initiated by the Br?nsted acid-promoted cleavage of the C?O or C?N bond, followed by modification of the leaving alcohol or amino fragments with palladium carbenes, and reassembly of the modified fragments. A variety of C-2 functionalized 2H-chromene derivatives were obtained in moderate yield (43～75%) with good to excellent diastereoselectivities (up to >95:5 dr) under mild conditions. (Figure presented.).

Palladium catalyzed Heck-arylation/cyclization cascade: An environmentally benign and efficient synthesis of 4-arylcoumarins in water

An environmentally benign and efficient approach for the synthesis of 4-arylcoumarins from ortho-hydroxy cinnamate ester derivatives with aryl iodides was developed in water under aerobic conditions. This transformation proceeds through a palladium catalyzed Heck-arylation/cyclization cascade reaction. The present protocol features a wide substrate scope and readily available starting materials to afford the desired products in high to excellent yields.

Rhodium(I)-Catalyzed Decarbonylative Aerobic Oxidation of Cyclic α-Diketones: A Regioselective Single Carbon Extrusion Strategy

A rhodium-catalyzed decarbonylative aerobic oxidation of cyclic α-diketones has been developed for the first time, where the regioselective formations of α-pyrones and isocoumarins have been achieved. The current decarbonylative aerobic oxidation pathway proceeds via the C-C bond cleavage followed by a C-O bond formation, representing a biomimetic oxidation approach to unsaturated six-membered cyclic lactones. The unique ability of rhodium catalysts to induce the decarbonylative aerobic oxidation opens up a new synthetic toolbox that utilizes the "regioselective single carbon" extrusion strategy.

Nickel-catalyzed cross-coupling of β-carbonyl alkenyl pivalates with arylzinc chlorides

The nickel-catalyzed cross-coupling reaction of β-carbonyl alkenyl pivalates with arylzinc reagents generates 3-aryl-substituted α,β-unsaturated carbonyl compounds via C-O bond cleavage. The reaction features mild reaction conditions, a wide scope of substrates, and good functional group tolerance.

A 4 - phenyl coumarin compound of preparation method

The invention belongs to the technical field of organic compound synthesis and discloses a preparation method of a 4-phenylcoumarin compound. The preparation method solves the problem that the existing coumarin compound synthesis method produces single co

Transition-Metal-Free Lactonization of sp2 C-H Bonds with CO2

The transition-metal-free lactonization of heteroaryl and alkenyl C-H bonds with carbon dioxide is reported to synthesize important coumarin derivatives in moderate to excellent yields. These redox-neutral reactions feature a broad substrate scope, good functional group tolerance, facile scalability, and easy product derivatization.