56366-15-5

Basic information

• Product Name: 1H-Indole, 5-methyl-3-phenyl-
• CAS NO: 56366-15-5
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Mol File: 56366-15-5.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 5-methyl-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 5-methyl-3-phenyl-(56366-15-5)
• EPA Substance Registry System: 1H-Indole, 5-methyl-3-phenyl-(56366-15-5)

Safety Data

• Hazardous Substances Data: 56366-15-5(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 614-96-0 5-methyl-1H-indole 
• 98-80-6 phenylboronic acid 
• 5925-93-9 2-amino-5-methylbenzonitrile 
• 17852-28-7 2-amino-5-methylbenzophenone 
• 108-94-1 cyclohexanone 
• 102-96-5 (2-nitroethenyl)benzene 
• 637-60-5 p-tolylhydrazine hydrochloride 
• 60-12-8 2-phenylethanol 
• 122-78-1 phenylacetaldehyde 
• 539-44-6 N-4-methylphenylhydrazine 
• 591-50-4 iodobenzene 
• 106-49-0 p-toluidine 
• 536-74-3 phenylacetylene 

Relevant articles and documents

Pd/β-cyclodextrin-catalyzed C-H functionalization in water: A greener approach to regioselective arylation of (NH)-indoles with aryl bromides

A greener and more practical strategy for the site-selective C-H arylation of (NH)-indoles via coupling of (hetero)aryl bromides was developed, in which β-cyclodextrin, acting as both a ligand for Na2PdCl4 and a host for indoles, enables the reactions to occur easily in water. The key advantage of this method is the ingenious merging of aqueous homogeneous catalysis and ligand mediation, leading to the highly regioselective formation of C3-arylindoles with a broad substrate scope and functional-group tolerance. Moreover, the regioselectivity can be switched from the C3 to the C2-position by varying the nature of the base without recourse to employing ArI as substrates.

Regiospecificity in Ligand-Free Pd-Catalyzed C-H Arylation of Indoles: LiHMDS as Base and Transient Directing Group

A highly efficient catalyst-base pair for the C-H arylation of free (NH)-indoles in the C-3 position is reported. Ligand-free palladium acetate coupled with lithium hexamethyldisilazide (LiHMDS) catalyzed the regiospecific, i.e. 100% regioselective, C-3 a

Arylation of indoles using cyclohexanones dually-catalyzed by niobic acid and palladium-on-carbons

3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb2O5/C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb2O5/C promoted the nucleophilic addition of indoles to the cyclohexanones, and the subsequent dehydration and Pd/C-catalyzed dehydrogenation produced the 3-arylindoles. The additive 2,3-dimethyl-1,3-butadiene worked as a hydrogen acceptor to facilitate the dehydrogenation step.