17932-18-2

Basic information

• Product Name: 1H-Inden-1-one, 3-(4-methoxyphenyl)-2-phenyl-
• CAS NO: 17932-18-2
• Molecular Formula: C22H16O2
• Molecular Weight: 312.368
• Mol File: 17932-18-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1H-Inden-1-one, 3-(4-methoxyphenyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Inden-1-one, 3-(4-methoxyphenyl)-2-phenyl-(17932-18-2)
• EPA Substance Registry System: 1H-Inden-1-one, 3-(4-methoxyphenyl)-2-phenyl-(17932-18-2)

Safety Data

• Hazardous Substances Data: 17932-18-2(Hazardous Substances Data)

Upstream product

• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 575-61-1 Isoaurone 
• 23418-91-9 9-phenyl-9-borabicyclo[3.3.1]nonane 
• 583-55-1 1-Bromo-2-iodobenzene 
• 24785-38-4 1-methoxy-4-[2-(4-methylphenyl)ethynyl]benzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 7380-78-1 4-(phenylethynyl)anisole 
• 201230-82-2 carbon monoxide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 536-74-3 phenylacetylene 
• 138504-32-2 (2-iodophenyl)(4-methoxyphenyl)methanone 
• 591-50-4 iodobenzene 
• 374538-03-1 2-methoxycarbonylphenylboronic acid 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Downstream Products

• 22291-49-2 2-(p-Nitro-phenyl)-3-(m-nitro-p-methoxy-phenyl)-indon 
• 22291-47-0 2-(p-Nitro-phenyl)-3-(p-methoxy-phenyl)-indon 
• 87880-34-0 4-(4-Methoxy-phenyl)-3-phenyl-naphthalen-1-ol 
• 87880-28-2 1-Methanesulfinylmethyl-3-(4-methoxy-phenyl)-2-phenyl-1H-inden-1-ol 
• 52033-69-9 3-(4-methoxyphenyl)-2-phenyl-1H-indene 
• 87895-58-7 C₂₃H₁₈O₂ 
• 104563-22-6 3-(4-hydroxyphenyl)-2-phenyl-1-indenone 

Relevant articles and documents

Synthesis of Indenones Via Palladium-Catalyzed Carbonylation with Mo(CO)6 as a CO Surrogate

Transition-metal-catalyzed carbonylation of alkynes has emerged as a powerful engine for the synthesis of indenone compounds. Herein, we reported the development of an effective Pd-catalyzed ligand-free carbonylation of o-bromoaryl iodides with alkynes to afford indenone compounds. A broad range of functional groups on o-bromoaryl iodides and alkynes were tolerated in this protocol, giving carbonylation products. Furthermore, considering the factors of safety and operability, Mo(CO)6 was introduced into the reaction as a carbonyl source. Mechanistic investigations suggested that the reaction proceeded through sequential oxidative addition, alkyne insertion, carbonyl insertion, and reductive elimination steps to produce the observed carbonylation indenone products. Moreover, the indenones obtained with Mo(CO)6 as a CO surrogate can be functionalized to form synthetic useful derivatives via an environmentally friendly way.

An Approach to One-Pot Regioselective Synthesis of Indenones through Palladium-Catalyzed Annulation in Water

A one-pot synthesis of indenones is presented. The process involves palladium-catalyzed annulation of ortho-halobenzaldehydes with internal alkynes. Notably, it proceeded successfully in water as the sole, and green, solvent. Significantly, unlike in earlier reports, this protocol showed excellent regioselectivity with unsymmetrical alkylarylacetylenes. Further, the strategy was extended to a one-pot synthesis of a neolignan natural product.

Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of: O -methoxycarbonylphenylboronic acid with alkynes

Treatment of alkynes with o-methoxycarbonylphenylboronic acid in the presence of a cobalt catalyst resulted in the corresponding 2,3-disubstituted indenones in good yields. Excellent regioselectivities were observed, when silyl aryl alkynes were used. The intermediate 3-silyl-2-aryl-substituted indenones were converted to 2,3-diaryl indenones by a three-step protocol involving C-Si bromination and Suzuki-Miyaura coupling reaction.