1610871-11-8

Basic information

• Product Name: 1,6-dimethyl-2,3-diphenyl-1H-indole
• Synonyms: 1,6-dimethyl-2,3-diphenyl-1H-indole
• CAS NO: 1610871-11-8
• Molecular Weight: 297.4
• Mol File: 1610871-11-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1,6-dimethyl-2,3-diphenyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-dimethyl-2,3-diphenyl-1H-indole(1610871-11-8)
• EPA Substance Registry System: 1,6-dimethyl-2,3-diphenyl-1H-indole(1610871-11-8)

Safety Data

• Hazardous Substances Data: 1610871-11-8(Hazardous Substances Data)

Upstream product

• 17485-25-5 3-methyl-N-nitroso-N-methylaniline 
• 886-38-4 diphenylcyclopropenone 
• 696-44-6 N-methyl-m-toluidine 
• 501-65-5 diphenyl acetylene 
• 72233-91-1 1-methyl-1-m-tolylhydrazine 
• 825-80-9 m-methyl-N,N-dimethylaniline-N-oxide 
• 1610870-83-1 2-isobutylidene-1-methyl-1-(3-methylphenyl)hydrazine 

Relevant articles and documents

One-Pot Tandem ortho-Naphthoquinone-Catalyzed Aerobic Nitrosation of N-Alkylanilines and Rh(III)-Catalyzed C-H Functionalization Sequence to Indole and Aniline Derivatives

The nitroso group served as a traceless directing group for the C-H functionalization of N-alkylanilines, ultimately removed after functioning either as an internal oxidant or under subsequent reducing conditions. The unique ability of o-NQ catalysts to aerobically oxidize the N-alkylanilines without using solvents and stoichiometric amounts of oxidants has rendered the new opportunity to develop the telescoped catalyst systems without a need for directly handling the hazardous N-nitroso compounds.

Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy

Rh-catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group. Due to mild reaction conditions, this method enabled synthesis of a broad range of N-alkyl indoles, including even two indole-based medicinal compounds. Our work disclosed the feasibility of the transient oxidizing directing group strategy in C-H functionalization reactions, which possesses the potential to enhance overall step-economy and impart new reactivity patterns to substrates.

Rhodium-catalyzed annulation of tertiary aniline N-oxides to N-alkylindoles: Regioselective C-H activation, oxygen-atom transfer, and N-dealkylative cyclization

[Cp?RhIII]-catalyzed annulation of tertiary aniline N-oxides with alkynes was reported to achieve the challenging ortho C-H functionalization of tertiary anilines via N-O bond acting as a traceless directing group. More significantly, this system represents the first example which integrates C-H activation, oxygen-atom transfer, and N-dealkylative cyclization in one reaction. This unprecedented coupling reaction has allowed the construction of N-alkylindole derivatives in high efficiency with broad substrate scope and good functional group tolerance.