62663-26-7

Usage

Uses

Given the general significance of indoles and the specific functional groups present in 5,6-DIMETHOXY-2-PHENYLINDOLE, potential applications in various industries can be hypothesized:
Used in Pharmaceutical Industry:
5,6-DIMETHOXY-2-PHENYLINDOLE could be used as a pharmaceutical intermediate for the development of new drugs, given the broad spectrum of biological activities associated with indole compounds.
Used in Biochemical Research:
5,6-DIMETHOXY-2-PHENYLINDOLE might be employed as a research tool in biochemical studies, potentially aiding in the understanding of biological processes or the discovery of new biochemical pathways.
Used in Chemical Synthesis:
As an organic compound with specific functional groups, 5,6-DIMETHOXY-2-PHENYLINDOLE could be used as a building block in the synthesis of more complex organic molecules for various applications.

InChI:InChI=1/C16H15NO2/c1-18-15-9-12-8-13(11-6-4-3-5-7-11)17-14(12)10-16(15)19-2/h3-10,17H,1-2H3

Upstream product

• 70-11-1 α-bromoacetophenone 
• 6315-89-5 3,4-dimethoxyaniline 
• 28203-05-6 dimethoxy-2,2 phenyl-2 ethanol-1 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 98-86-2 acetophenone 
• 63756-98-9 3,4-dimethoxyphenyl hydrazine 

Downstream Products

• 31164-96-2 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one 

Relevant academic research and scientific papers

Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates

Alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of 2-nitrostyrenes to give indoles. Whereas the use of alkyl formates requires the presence of a ruthenium catalyst such as Ru3(CO)12, the reaction with phenyl formate can be performed by using a Pd/phenanthroline complex alone. Phenyl formate was found to be the most effective CO source and the desired products were obtained in excellent yields, often higher than those previously reported using pressurized CO. The reaction tolerates many functional groups, including sensitive ones like a free aldehydic group or a pendant pyrrole. Detailed experiments and kinetic studies allow to conclude that the activation of phenyl formate is base-catalyzed and that the metal doesn't play a role in the decarbonylation step. The reactions can be performed in a single thick-walled glass tube with as little as 0.2 mol-% palladium catalyst and even on a 2 g scale. The same protocol can be extended to other nitro compounds, affording different heterocycles.

Facile synthesis of 3-aryl benzofurans, 3-aryl benzothiophenes, 2-aryl indoles and their dimers

The preparation of 3-aryl benzofuran and benzothiophenes and their dimers at 2-position and, 2-aryl indoles and their 3-position dimers preparation is described.

Investigation and Application of Amphoteric α-Amino Aldehyde: An in Situ Generated Species Based on Heyns Rearrangement

In situ generation of the reactive amphoteric α-amino aldehyde with simple α-hydroxy ketones and phenylamine via Heyns rearrangement was proven to be feasible. Metal-free domino reactions based on this reactive intermediate were effectively used to afford important N-heterocycles including polysubstituted pyrroles, indoles, and quinoxalines conveniently. A simple starting material, water as the only byproduct, and diversity of the useful products will make this method greatly attractive for pharmaceutics.

Oxidation of 2-arylindoles for synthesis of 2-arylbenzoxazinones with oxone as the sole oxidant

A novel and efficient method for the oxidation of 2-arylindoles to synthesize 2-arylbenzoxazinones utilizing oxone as the sole oxidant has been developed. The reaction tolerates a wide range of functional groups and allows quick and atom-economical assembly of a variety of valuable 2-arylbenzoxazinones in high yields.