185945-75-9

Basic information

• Product Name: 5-phenyl-2,3-dihydroindene-1-one
• Synonyms: 5-phenyl-2,3-dihydroindene-1-one
• CAS NO: 185945-75-9
• Molecular Weight: 208.26
• Mol File: 185945-75-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 5-phenyl-2,3-dihydroindene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenyl-2,3-dihydroindene-1-one(185945-75-9)
• EPA Substance Registry System: 5-phenyl-2,3-dihydroindene-1-one(185945-75-9)

Safety Data

• Hazardous Substances Data: 185945-75-9(Hazardous Substances Data)

Upstream product

• 42348-86-7 5-chloro-1-indanone 
• 100-58-3 phenylmagnesium bromide 
• 3470-49-3 5-hydroxy-2,3-dihydro-1H-indene-1-one 
• 223692-69-1 5-phenyl-7-(trimethylsilyl)-1-indanone 
• 154122-32-4 1-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate 
• 98-80-6 phenylboronic acid 
• 34598-49-7 5-Bromo-1-indanone 

Downstream Products

• 211805-65-1 5-phenyl-1-indanol 
• 255895-84-2 2-bromo-5-phenylindan-1-one 

Relevant articles and documents

Inherent vs Apparent Chemoselectivity in the Kumada-Corriu Cross-Coupling Reaction

The Kumada-Corriu reaction is a powerful tool for C-C bond formation, but is seldom utilized due to perceived chemoselectivity issues. Herein, we demonstrate that high-yielding couplings can occur in the presence of many electrophilic and heterocyclic functional groups. Our strategy is mechanically based, matching oxidative addition rates with the rate of syringe pump addition of the Grignard reagent. The mechanistic reason for the effectiveness of this strategy is uncovered by continuous-infusion ESI-MS studies.

Synthesis of indanones via solid-supported [2+2+2] cyclotrimerization

(Chemical Equation Presented) A new facile approach toward natural and unnatural indanones has been developed, featuring a solid-supported [2+2+2] cyclotrimerization as the key step. This strategy has been applied to the chemo- and regioselective assembly of indanone arrays and to the total synthesis of a recently isolated indanone marine natural product.

6-Aryl-8H-indeno[1,2-d]thiazol-2-ylamines: A1 adenosine receptor agonist allosteric enhancers having improved potency

Allosteric enhancers (AEs) of the A1 adenosine receptor (A 1AR) have potential as drugs for treating neurological, cardiovascular, and renal diseases. This report describes the synthesis and evaluation of a series of 6-aryl-8H-indeno[1,2-d]thiazol-2-ylamines that exhibited AE activity at the A1AR. Palladium-mediated condensation of arylboronic acids with 5-bromoindan-1-one generated arylindanones 2a-aj for iodine-catalyzed condensation with thiourea, generating 2-aminothiazolium salts 3a-aj. Binding studies using membranes from cells stably expressing human A 1ARs, A2AARs, or A3ARs evaluated AE activity and receptor subtype selectivity. The EC50 of the AE activities of compounds 3m-o, 3x, and 3ae were 2.2, 1.5, 0.9, 1.0, and 3.0 μM, respectively, substantially lower than that of the well characterized 2-amino-3-aroylthiophene (PD 81,723), >10 μM. The new compounds also have substantially higher maximal AE activity. These compounds had no AE activity at the A2AAR and only minimal activity at the A3AR. 2005 American Chemical Society.