70803-96-2

Basic information

• Product Name: 7-BENZOYLINDOLE
• Synonyms: 7-BENZOYLINDOLE;Methanone, 1H-indol-7-ylphenyl-;1H-Indol-7-yl(phenyl)methanone;bromfenac sodiumImpurity g
• CAS NO: 70803-96-2
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.25394
• Mol File: 70803-96-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 103-104 °C
• Boiling Point: 422.1±18.0 °C(Predicted)
• Appearance: /
• Density: 1.229±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 15.55±0.30(Predicted)
• CAS DataBase Reference: 7-BENZOYLINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-BENZOYLINDOLE(70803-96-2)
• EPA Substance Registry System: 7-BENZOYLINDOLE(70803-96-2)

Safety Data

• Hazardous Substances Data: 70803-96-2(Hazardous Substances Data)

Usage

General Description

7-BENZOYLINDOLE is a chemical compound that belongs to the indole class of organic compounds. It is a white crystalline powder with a molecular formula of C14H11NO and a molecular weight of 209.24 g/mol. 7-BENZOYLINDOLE is used in the preparation of various pharmaceuticals and agrochemicals. It is also used as a precursor in the synthesis of other organic compounds. Additionally, it has been studied for its potential biological activities, including its role as a neuroprotective and anti-inflammatory agent. Overall, 7-BENZOYLINDOLE is an important chemical with diverse applications in the fields of medicine and agriculture.

Upstream product

• 611-73-4 Benzoylformic acid 
• 120-72-9 indole 
• 134-81-6 benzil 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 3834-66-0 (4-fluorophenyl)phenylethanedione 
• 1074-88-0 1H-indole-7-carbaldehyde 
• 98-80-6 phenylboronic acid 
• 109-97-7 pyrrole 
• 1616777-28-6 (E)-4-diazo-5-oxo-5-phenylpent-2-enal 
• 1647059-13-9 C₁₁H₁₀N₂O₂ 
• 1647059-06-0 C₁₇H₂₄N₂O₂Si 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 1623752-20-4 5-((tert-butyldimethylsilyl)oxy)-1-phenylpent-2-en-1-one 
• 100-47-0 benzonitrile 

Downstream Products

• 116764-07-9 <3-<(dimethylamino)methyl>-1H-indol-7-yl>phenylmethanone 
• 61941-56-8 2-amino-3-benzoylbenzeneacetic acid,sodium salt 
• 51135-38-7 7-benzoyl-1,3-dihydroindol-2-one 
• 76049-81-5 3-chloro-7-benzoylindole 

Relevant articles and documents

Palladium-Catalyzed Direct and Specific C-7 Acylation of Indolines with 1,2-Diketones

The indole scaffold is a ubiquitous and useful substructure, and extensive investigations have been conducted to construct the indole framework and/or realize indole modification. Nevertheless, the direct selective functionalization on the benzenoid core must overcome the high activity of the C-3 position and still remains highly challenging. Herein, a palladium-catalyzed direct and specific C-7 acylation of indolines in the presence of an easily removed directing group was developed. This strategy usually is considered as a practical strategy for the preparation of acylated indoles because indoline can be easily converted to indole under oxidation conditions. In particular, our strategy greatly improved the alkacylation yield of indolines for which only an unsatisfactory yield could be achieved in the previous studies. Furthermore, the reaction can be scaled up to gram level in the standard reaction conditions with a much lower palladium loading (1 mol %).

Rhodium enalcarbenoids: Direct synthesis of indoles by rhodium(II)- catalyzed [4+2] benzannulation of pyrroles

Disclosed herein is the design of an unprecedented electrophilic rhodium enalcarbenoid which results from rhodium(II)-catalyzed decomposition of a new class of enaldiazo compounds. The synthetic utility of these enalcarbenoids has been successfully demonstrated in the first transition-metal-catalyzed [4+2] benzannulation of pyrroles, thus leading to substituted indoles. The new benzannulation has been applied to the efficient synthesis of the natural product leiocarpone as well as a potent adipocyte fatty-acid binding protein inhibitor. Fat cat: A new class of enaldiazo compounds resulted in the first transition-metal-catalyzed [4+2] benzannulation of pyrroles to deliver indoles. The benzannulation is proposed to involve an unprecedented diacceptor rhodium enalcarbenoid. The reaction was used in the highly efficient synthesis of the natural product leiocarpone and a potent adipocyte fatty-acid binding protein inhibitor.

Process for the production of 7-acylindoles

A process for the production of 7-acylindoles of the general formula: STR1 starting from indoline of the formula: STR2 Indoline is cyanized in a first stage to 7-cyanoindoline of the formula: STR3 The latter is catalytically dehydrogenated in a second stage to 7-cyanindole of the formula: STR4 The latter is then acylated in a third stage with an organometallic compound of the formula: into the end product according to formula I.