57803-85-7

Basic information

• Product Name: 3-(2-tolyl)-1H-indene
• Synonyms: 3-(2-tolyl)-1H-indene
• CAS NO: 57803-85-7
• Molecular Weight: 206.287
• Mol File: 57803-85-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-(2-tolyl)-1H-indene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-tolyl)-1H-indene(57803-85-7)
• EPA Substance Registry System: 3-(2-tolyl)-1H-indene(57803-85-7)

Safety Data

• Hazardous Substances Data: 57803-85-7(Hazardous Substances Data)

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 83-33-0 inden-1-one 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 932-31-0 ortho-tolylmagnesium bromide 
• 2142-69-0 2-bromophenyl methyl ketone 

Downstream Products

• 77605-61-9 [2-(2-Methyl-benzyl)-phenyl]-acetic acid 
• 77605-55-1 [2-(2-Methyl-benzoyl)-phenyl]-acetic acid 

Relevant articles and documents

Palladium-Catalyzed Formal [4 + 1] Annulation via Metal Carbene Migratory Insertion and C(sp2)-H Bond Functionalization

A highly efficient and operationally simple palladium-catalyzed formal [4 + 1] annulation reaction has been developed. The reaction is featured by the formation of two different C-C bonds on a carbenic center. It represents a concise method for the synthesis of a wide range of polycyclic aromatic hydrocarbons (PAHs) and 1H-indenes with easily available (trimethylsilyl)diazomethane as the carbene source. Metal carbene migratory insertion and C(sp2)-H bond activation are proposed as the key steps in this transformation. The reaction further demonstrates the versatility of the carbene-based coupling in combination with various transition-metal-catalyzed transformations.

Rhodium(II)- or Copper(I)-Catalyzed Formal Intramolecular Carbene Insertion into Vinylic C(sp2)?H Bonds: Access to Substituted 1H-Indenes

A rhodium(II)- or copper(I)-catalyzed formal intramolecular carbene insertion into vinylic C(sp2)?H bonds is reported herein. This method provides straightforward access to 1H-indenes with high efficiency and excellent functional-group compatibility. Mechanistically, the reaction is proposed to involve the following sequence: metal carbene formation, intramolecular nucleophilic addition of the double bond to the electron-deficient carbene carbon atom, dearomatization, and finally a 1,5-H shift.