36914-76-8

Basic information

• Product Name: 5-Methoxy-4-phenyl-2H-1-benzopyran-2-one
• Synonyms: 5-Methoxy-4-phenyl-2H-1-benzopyran-2-one
• CAS NO: 36914-76-8
• Molecular Weight: 252.269
• Mol File: 36914-76-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-Methoxy-4-phenyl-2H-1-benzopyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxy-4-phenyl-2H-1-benzopyran-2-one(36914-76-8)
• EPA Substance Registry System: 5-Methoxy-4-phenyl-2H-1-benzopyran-2-one(36914-76-8)

Safety Data

• Hazardous Substances Data: 36914-76-8(Hazardous Substances Data)

Upstream product

• 185417-96-3 4-Chloro-5-methoxy-chromen-2-one 
• 98-80-6 phenylboronic acid 
• 185418-15-9 5-methoxy-4-trifluoromethylsulfonyloxychromen-2-one 
• 150-19-6 O-methylresorcine 
• 637-44-5 phenylpropyolic acid 
• 57391-62-5 5-acetoxy-4-phenyl-coumarin 
• 63411-81-4 benzoyl-resorcinol 
• 53666-76-5 4-hydroxy-5-methoxy-2H-chromen-2-one 
• 108238-35-3 5-hydroxy-4-phenyl-coumarin 
• 77-78-1 dimethyl sulfate 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 

Downstream Products

• 478-64-8 6-hydroxy-5-methoxy-4-phenyl-coumarin 
• 108974-55-6 5,6-dimethoxy-4-phenyl-coumarin 
• 132593-81-8 6-acetoxy-5-methoxy-4-phenyl-coumarin 

Relevant articles and documents

Cyclization of aryl 3-aryl propynoates into 4-arylcoumarins catalyzed by cyclometalated Platinum(II) complexes

Cyclometalated (ppy)PtII complexes (ppy = 2-phenylpyridinato-C2,N) catalyze the intramolecular cyclization of aryl propynoates to form coumarins and benzocoumarins. The complex [(ppy)PtCl(MeCN)] (5 mol %) was the most active and effi

Pt(IV)-catalyzed cyclization of arene-alkyne substrates via C-H bond functionalization

We herein report that PtCl4 has proven to be a hydroarylation catalyst with an efficiency and substrate scope superior to previously known methods. This catalyst demonstrated consistent performance with arene-yne substrates of diverse structural features, including propargyl ethers, propargylamines, and alkynoate esters, providing good to excellent yields of the 6-endo products (chromenes, dihydroquinolines, and coumarins). In contrast, Pt(II), Pd(II), and Ga(III) salts were shown to be sensitive to the substitution on the alkyne moiety. PtCl4 is compatible with both terminal and disubstituted alkynes, as well as with various functionalities on the arene ring, including methyl, methoxyl, hydroxyl, protected amine, and halide.

Synthesis of Highly Functionalized Flavones and Chromones Using Cycloacylation Reactions and C-3 Functionalization. A Total Synthesis of Hormothamnione

The cycloacylations of hydroxy- and methoxy-substituted phenols with aryl- and alkylpropiolic acids using Eaton's reagent (10percent phosphorus pentoxide in methanesulfonic acid) gives highly substituted flavones and chromones in up to 63 percent yield.Styrylchromones were prepared from 2-methylchromones by condensation reactions of the 2-methyl group with various substituted benzaldehydes in sodium ethoxide and ethanol in almost quantitative yield.Methylation or hydroxylation at C-3 of these highly substituted flavones and styrylchromones was accomplished in a highly regioselective manner employing lithium diisopropylamide followed by quenching with an electrophile.Quenching of the initial anion with methyl triflate gave 3-methyl products while quenching of the initial anion with trimethylborate followed by oxidation gave 3-hydroxy products.A total synthesis of the naturally occurring styrylchromone hormothamnione, containing a 3-methyl substituent, is reported by use of these synthetic techniques.