56656-06-5

Upstream product

• 624-92-0 Dimethyldisulphide 
• 54655-08-2 N,N-dimethyl-2-(2-phenylethynyl)aniline 
• 67-56-1 methanol 
• 3558-24-5 1-methyl-2-phenyl-1H-indole 
• 40167-20-2 N-(methylthio)phthalimide 
• 948-65-2 2-phenyl-indole 

Downstream Products

• 78395-75-2 3-(4-nitrophenyldiazenyl)-1-methyl-2-phenyl-1H-indole 
• 53603-63-7 1-methyl-2-phenyl-3-nitroso-1H-indole 
• 78395-79-6 1-methyl-3,4-dinitro-2-phenylindole 
• 78395-73-0 1-methyl-2-phenyl-3,6-dinitroindole 
• 78395-71-8 1-methyl-2-phenyl-3-nitro-1H-indole 

Relevant academic research and scientific papers

Thioether-Directed Selective C4 C-H Alkenylation of Indoles under Rhodium Catalysis

A thioether-directed Rh(III)-catalyzed C4 selective C-H alkenylation of indoles via the formation of 5-membered metallacycle intermediates is reported. This protocol allows a wide functional group compatibility and broad substrate scope. The directing group can be readily removed or transformed into other functional groups after the C-H functionalization event. The catalytic method is also applicable to related heterocyclic systems involving benzo[b]thiophene and benzo[b]furan scaffolds.

Electrochemical and direct C-H methylthiolation of electron-rich aromatics

The electrochemical-induced C-H methylthiolation of electron-rich aromatics has been accomplished via a three component cross-coupling strategy. Potassium thiocyanate (KSCN) as both the supporting electrolyte and sulfur source and methanol as the methylation reagent are used. This protocol is versatile for various (hetero)aromatic compounds such as aniline, anisole and indole. The reaction proceeds under mild conditions without any metal catalyst, exogenous oxidant and highly toxic sulfur reagent. Importantly, such an electrochemical-induced methylthiolated reaction could be easily scaled up with good efficiency.

Iron-facilitated iodine-mediated electrophilic annulation of N,N-dimethyl-2-alkynylanilines with disulfides or diselenides

An efficient synthesis of N-methyl-3-chalcogeno-indoles has been developed via iodine-mediated electrophilic annulation reactions of 2-alkynylaniline derivatives with disulfides or diselenides. In the presence of iodine and iron, a variety of 2-alkynylani

Electrophilic ipso-Substitutions. Part 2. Reactions of 3-Substituted Indoles and 4-Substituted NN-Dimethylanilines with Arenediazonium Ions

3-Substituted indoles and 4-substituted NN-dimethylanilines react with arenediazonium ions to form 3-arylazo-indoles and 4-arylazo-NN-dimethylanilines, respectively.The formation of the ?-complex intermediate was interpreted both as electrophilic ipso-attack and as coupling of two radicals deriving from an electron transfer process.Both mechanisms are discussed on the basis of the experimental evidence and on the substrate oxidation potentials.The leaving abilities of the substituents are discussed on the basis of the experimental results.