14292-85-4

Usage

InChI:InChI=1/C21H17NO/c1-23-17-12-13-18-19(14-17)22-21(16-10-6-3-7-11-16)20(18)15-8-4-2-5-9-15/h2-14,22H,1H3

Upstream product

• 103973-43-9 deoxybenzoin m-methoxyphenylhydrazone 
• 501-65-5 diphenyl acetylene 
• 18908-07-1 3-methoxyphenyl isocyanate 
• 555-03-3 3-nitroanisole 
• 19816-85-4 N'-(1,2-diphenylethylidene)-4-methylbenzenesulfonohydrazide 
• 5344-78-5 4-bromo-3-nitroanizole 
• 536-90-3 m-Anisidine 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 588-16-9 m-methoxyacetanilide 
• 591-27-5 m-Hydroxyaniline 
• 2735-04-8 2,4-Dimethoxyaniline 

Downstream Products

• 110436-50-5 acetic acid-(2,3-diphenyl-indol-6-yl ester) 
• 112724-02-4 1-Ethyl-6-methoxy-2,3-diphenyl-1H-indole 
• 252915-47-2 6-methoxy-1-methyl-2,3-diphenyl-1H-indol-5-carboxaldehyde 
• 252915-52-9 2-(6-methoxy-1-methyl-2,3-diphenyl-1H-indol-5-yl-methylene)-malononitrile 
• 29952-52-1 6-methoxy-1-methyl-2,3-diphenyl-1H-indole 
• 29952-53-2 1-methyl-2,3-diphenyl-indol-6-ol 
• 29952-45-2 2,3-diphenyl-indole-6,7-dione 
• 112217-90-0 9-Methoxy-1,1-dioxo-5,6-diphenyl-1,2-dihydro-1λ⁶-[1,2,4]thiadiazino[6,5,4-hi]indol-3-one 
• 112217-91-1 9-methoxy-5,6-diphenyl-1H-pyrrolo[3,2,1-ij]quinazoline-1,3(2H)-dione 
• 29952-48-5 6-hydroxy-2,3-diphenyl-indole 

Relevant academic research and scientific papers

Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates

A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.

Step and redox efficient nitroarene to indole synthesis

Step and redox efficiencies are a rising priority in synthetic method development, in order to make synthetic processes more sustainable and more affordable. Herein, a step and redox efficient nitroarene to indole synthesis is developed, in sharp contrast to the rich literature on the construction of indoles. Elemental zinc was found to be the best terminal reductant. This journal is

A general synthesis of arylindoles and (1-arylvinyl)carbazoles: Via a one-pot reaction from N -tosylhydrazones and 2-nitro-haloarenes and their potential application to colon cancer

A convergent and effective synthesis of 3-aryl-indoles, 2,3-diaryl indoles, and (1-arylvinyl)carbazoles from a one-pot sequence involving the coupling of N-tosylhydrazones with ortho-nitro-haloarenes followed by a cyclization has been developed. Compound 5i exhibits excellent antiproliferative activity in the low nM range against colon cancer cell lines.

Catalytic Synthesis of Substituted Indoles and Quinolines from the Dehydrative C-H Coupling of Arylamines with 1,2- and 1,3-Diols

The cationic ruthenium-hydride complex catalyzes the dehydrative C-H coupling reaction of arylamines with 1,2-diols to form the indole products. The analogous coupling of arylamines with 1,3-diols afforded the substituted quinolines. The catalytic method directly forms these coupling products in a highly regioselective manner without generating any toxic byproducts.

Synthesis of indoles via palladium-catalyzed C-H activation of N-aryl amides followed by coupling with alkynes

A convenient and efficient method for the construction of indole skeleton was developed via Pd-catalyzed C-H activation of N-aryl amides and subsequent coupling with alkynes. Both stoichiometric and catalytic versions have been successfully achieved.

From benzil arylimines to 2H-benzo-1,4-thiazines, benzothiazoles or indoles

A series of benzil monoarylimines (1) was treated with phosphorus pentasulfide in refluxing toluene or xylene. Thionation of 1 occurred readily to afford either 2H-benzo-1,4-thiazines (2) or indoles (4) via annulation reactions, depending strongly on the nature of the meta substituent of the arylamino group. Mechanisms for these rearrangements were proposed. Furthermore, subsequent oxidation of 2 provided benzothiazoles (3). All compounds were fully characterized by IR, MS, 13C and 1H NMR.

SUBSTITUENT INFLUENCE ON THE INDOLIZATION WITH PCl3 OF SOME o,m,p-SUBSTITUTED PHENYLHYDRAZONES

The indolization of deoxybenzoin o,m,p (Me, MeO, Cl), p-NO2 and m-EtO-phenylhydrazones (1) by the above reaction has been examined.All the reactions are carried out at room temperature and high yields of the corresponding indoles (2) are obtained even whe