91459-39-1

Basic information

• Product Name: 1H-Indole, 1-methyl-5-(2-phenylethenyl)-, (E)-
• CAS NO: 91459-39-1
• Molecular Formula: C17H15N
• Molecular Weight: 233.313
• Mol File: 91459-39-1.mol

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 1-methyl-5-(2-phenylethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 1-methyl-5-(2-phenylethenyl)-, (E)-(91459-39-1)
• EPA Substance Registry System: 1H-Indole, 1-methyl-5-(2-phenylethenyl)-, (E)-(91459-39-1)

Safety Data

• Hazardous Substances Data: 91459-39-1(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 1169516-59-9 1-methyl-5-(2-phenylethynyl)-1H-indole 
• 29906-67-0 1-methyl-5-nitro-1H-indole 
• 10075-52-2 5-bromo-1-methyl-H-indole 
• 100-44-7 benzyl chloride 
• 60082-02-2 1-methylindoline-5-carboxaldehyde 
• 91459-37-9 1-Methyl-5-(trans-2-phenyl-1-ethenyl)indoline 

Downstream Products

• 90923-75-4 1-methyl-1H-indole-5-carboxaldehyde 

Relevant articles and documents

Pd-Catalyzed Cross-Coupling of Organostibines with Styrenes to Give Unsymmetric (E)-Stilbenes and (1 E,3 E)-1,4-Diarylbuta-1,3-dienes and Fluorescence Properties of the Products

A general and effective palladium-catalyzed cross-coupling of organostibines with styrenes to give (E)-olefins was disclosed. By the use of an organostibine reagent, this method can produce unsymmetric (E)-1,2-diarylethylenes and (1E,3E)-1,4-diarylbuta-1,3-dienes in good yields with high E/Z selectivity and good functional group tolerance. Resveratrol and DMU-212 were synthesized in high yield. The protocol can be extended to the synthesis of (1E,3E,5E)-1,6-diphenylhexa-1,3,5-triene in 40% yield. Products 5e, 5f, and 7a showed good photoluminescence quantum yields ranging from 72 to 99%.

Stereo-controlledanti-hydromagnesiation of aryl alkynes by magnesium hydrides

A concise protocol foranti-hydromagnesiation of aryl alkynes was established using 1?:?1 molar combination of sodium hydride (NaH) and magnesium iodide (MgI2) without the aid of any transition metal catalysts. The resulting alkenylmagnesium intermediates could be trapped with a series of electrophiles, thus providing facile accesses to stereochemically well-defined functionalized alkenes. Mechanistic studies by experimental and theoretical approaches imply that polar hydride addition from magnesium hydride (MgH2) is responsible for the process.

Palladium-Catalyzed Mizoroki-Heck Reaction of Nitroarenes and Styrene Derivatives

We have developed a Mizoroki-Heck reaction of nitroarenes with alkenes under palladium catalysis. The use of a Pd/BrettPhos catalyst promoted the alkenylation, whereas other catalysts led to a decrease in the product yield. In addition to nitroarenes, nitroheteroarenes were also applicable to the present reaction. The combination of a nucleophilic aromatic substitution (SNAr) with the denitrative alkenylation produced a multifunctionalized arene in a one-pot operation.

Synthesis of Unnatural Arundines Using a Magnetically Reusable Copper Ferrite Catalyst

We report a method for copper ferrite-catalyzed coupling of indoles and N, N -dimethylacetamide (DMA) to afford Arundine derivatives. Halogen, methoxy, boronate ester, and trimethylsilyl functionalities are compatible with reaction conditions. Unprotected or sterically hindered indoles are also competent substrates. Indoles containing competitively reactive pyrazoles deliver the desired products in reasonable yields. The copper ferrite is easily recovered and reused, up to nine times without a significant yield loss.

INDOLE DERIVATIVES. 124. 5-(2-PHENYLETHENYL)INDOLINES AND 5-(2-PHENYLETHENYL)INDOLES

5-(2-Phenylethenyl)indolines, the dehydrogenation of wich leads to the formation of the corresponding compounds of the indole series, were obtained from 5-formyl-1-methyl(or benzyl)indolines via the Grignard reaction with benzylmagnesium chloride and subs