170456-76-5

Basic information

• Product Name: 4-(4-methoxyphenyl)coumarin
• Synonyms: 4-(4-methoxyphenyl)coumarin
• CAS NO: 170456-76-5
• Molecular Weight: 252.269
• Mol File: 170456-76-5.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: 4-(4-methoxyphenyl)coumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-methoxyphenyl)coumarin(170456-76-5)
• EPA Substance Registry System: 4-(4-methoxyphenyl)coumarin(170456-76-5)

Safety Data

• Hazardous Substances Data: 170456-76-5(Hazardous Substances Data)

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 200055-89-6 4-(4-toluenesulfonyloxy)coumarin 
• 90-02-8 salicylaldehyde 
• 3943-94-0 (E)-ethyl 2-hydroxycinnamate 
• 141339-54-0 bis(4-anisyl)iodonium triflate 
• 1330681-27-0 (4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate 
• 3943-94-0 3-(2-hydroxy-phenyl)-acrylic acid ethyl ester 
• 696-62-8 para-iodoanisole 
• 1452154-65-2 phenyl 3-(4-methoxyphenyl)propiolate 
• 1412902-42-1 4-(4-methoxyphenyl)naphthalen-2-ol 
• 73671-08-6 4-(4-methoxyphenyl)naphthalene-1,2-dione 
• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

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

Relevant articles and documents

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.

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

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.