852171-80-3

Upstream product

• 123324-71-0 p-tert-butylphenylboronic acid 
• 200055-89-6 4-(4-toluenesulfonyloxy)coumarin 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 6236-69-7 methyl 2-hydroxycinnamate 
• 3487-90-9 n-butyl (E)-3-(o-hydroxyphenyl)acrylate 
• 91-64-5 coumarin 
• 84563-54-2 bis(4-tert-butylphenyl)iodonium trifluoromethanesulfonate 
• 3943-94-0 (E)-ethyl 2-hydroxycinnamate 
• 938-40-9 4-Bromo-2H-1-benzopyran-2-one 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

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

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.

Synthesis of 4-arylcoumarins via palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamates with diaryliodonium salts

The palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamate ester derivatives by using diaryliodonium(III) salts has been developed. With this method, 4-arylcoumarins were easily prepared in good to excellent yields under base-free conditions

[Pd(PPh3)2 (saccharinate)2]- general catalyst for Suzuki-Miyaura, Negishi cross-coupling and C-H bond functionalization of coumaryl and pyrone substrates

The potential of complex [Pd(PPh3)2(saccharinate) 2] 1 in catalyzing Suzuki-Miyaura cross-coupling of 4-halo and 4-bromomethyl coumaryl and pyrone substrates with different aryl boronic acids has been explored. Excellent yields of the desired products are obtained in competitive reaction time and under relatively mild conditions. Negishi cross-coupling of 4-coumaryl tosylate with aryl and alkylzinc reagents has also been performed with good yields of the cross-coupled products obtained in most cases. Intra-molecular C-H bond functionalization of coumaryl ethers also furnished very high yields of synthetically attractive tetracyclic ring systems exhibiting the potential of 1 as a powerful catalyst in synthetically important reactions.

Palladium-catalyzed oxidative heck coupling reaction for direct synthesis of 4-arylcoumarins using coumarins and arylboronic acids

An efficient protocol for the direct synthesis of 4-arylcoumarins via palladium-catalyzed oxidative Heck coupling reaction of coumarins and arylboronic acids was developed. 4-Arylcoumarins were obtained in moderate to excellent yields, and the reaction also showed tolerance toward functional groups such as hydro, methoxy, diethylamino, nitro, and chloro groups.

A convenient solid-phase synthesis of coumarins by TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes

TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes was performed using polystyrene-supported succinimidyl selenide as the selenium source. This catalytic process provides an efficient method for the regioselective synthesis of dihydrocou

Novel saccharinate-bridged palladium complexes for efficient C-O bond activation displaying promising luminescence properties

The synthesis of mono- and dinuclear cyclometallated palladium(II) complexes with deprotonated saccharinate ligands displaying different coordination modes is described. The new compounds were prepared by direct reaction between saccharine and the corresp

Synthesis of coumarins in a molten n-Bu4NOAc/n-Bu4NBr mixture through a domino heck reaction/cyclization process

4-Arylcoumarins can be prepared in good to high yields by reacting readily available methyl or butyl 3-(ohydroxyaryl)acrylates with aryl iodides and bromides in an n-Bu4NOAc/n-Bu4NBr mixture at 100°C in the presence of Pd(OAc)2.

Room temperature nickel(0)-catalyzed Suzuki-Miyaura cross-couplings of activated alkenyl tosylates: Efficient synthesis of 4-substituted coumarins and 4-substituted 2(5H)-furanones

Room temperature nickel(0)/tricyclohexylphosphine [Ni(0)/PCy 3]-catalyzed Suzuki-Miyaura cross-couplings of 4-(p- toluenesulfonyloxy)coumarins and 4-(p-toluenesulfonyloxy)-2(5H)-furanone with arylboronic acids are described in this communcation