73747-53-2

Usage

Uses

Used in Pharmaceutical Research:
1-(1-oxopropyl)-1H-indole is used as a research compound for its pharmacological properties, such as its analgesic, anti-inflammatory, and neuroprotective effects. These properties make it a valuable tool for studying various physiological and pathological processes in the body.
Used in Psychoactive Substance Research:
Due to its reported psychoactive effects, 1-(1-oxopropyl)-1H-indole is used in research aimed at understanding the mechanisms of action and potential risks associated with synthetic cannabinoids and other similar substances.
Used in Regulatory and Forensic Analysis:
Given the potential for abuse and the regulatory status of 1-(1-oxopropyl)-1H-indole in some jurisdictions, it is also used in forensic and regulatory analysis to detect and monitor the presence of 1-(1-oxopropyl)-1H-indole in various samples, such as biological fluids or seized materials.

InChI:InChI=1/C11H11NO/c1-2-11(13)12-8-7-9-5-3-4-6-10(9)12/h3-8H,2H2,1H3

Upstream product

• 105-37-3 Ethyl propionate 
• 120-72-9 indole 
• 123-62-6 propionic acid anhydride 
• 79-03-8 propionyl chloride 
• 105-38-4 vinyl propionate 
• 872-36-6 vinylene carbonate 
• 620-71-3 N-(phenyl)-2-methylacetamide 
• 153140-75-1 1-bromo-2-[(Z)-2-bromoethenyl]benzene 
• 79-05-0 Propionamid 
• 10468-64-1 o-tolyl isocyanide 

Relevant academic research and scientific papers

Ruthenium-Catalyzed Vinylene Carbonate Annulation by C?H/N?H Functionalizations: Step-Economical Access to Indoles

A convenient and effective method of ruthenium-catalyzed C?H/N?H annulations using vinylene carbonate as oxidizing acetylene surrogate has been disclosed. This method is scalable and compatible with a wide range of functional groups, providing a step-economical access to indole synthesis Preliminary mechanistic studies provided support for a reversible, acetate-assisted C?H ruthenation, along with a subsequent olefin insertion. (Figure presented.).

Na 2 CO 3-Catalyzed N-Acylation of Indoles with Alkenyl Carboxylates

The N-acylation of indoles has been accomplished via inorganic base catalysis. It provided an efficient and simple catalysis system for the preparation of N-acylindoles with alkenyl carboxylates as acylating agents. A broad variety of indoles undergo the smooth N-acylation using Na 2 CO 3 as catalyst in MeCN at 120? °C to give the corresponding N-acylindoles in good to excellent yields.

A indole compound and its preparation method and application (by machine translation)

The invention discloses a indole compound and its preparation method and application. The indole compounds of the structural formula such as formula (I) is shown. The indoles, rice galenical demonstrate the excellent inhibitory activity, the effect of most of the compound is obviously better than the positive control drug validamycin; especially compound I - 43, I - 44, I - 54, I - 73, II - 7 and II - 17, its galenical very good living body protection and treating effect, effect is better than the positive control; more specifically, compound I - 43 of the rice sheath blight bacteriostatic activity than validamycin activity is improved by nearly 300 times. The indole compounds in the prevention and/or treatment of rice sheath blight has great application prospects. In addition the compound of the invention is simple in construction, the preparation method is simple, and is suitable for large-scale industrial production. (I). (by machine translation)

A simple, effective, green method for the regioselective 3-acylation of unprotected indoles

A fast and green method is developed for regioselective acylation of indoles in the 3-position without the need for protection of the NH position. The method is based on Friedel-Crafts acylation using acid anhydrides. The method has been optimized, and Y(OTf)3 in catalytic amounts is found to be the best catalyst together with the commercially available ionic liquid [BMI]BF4 (1-butyl-3-methylimidazolium tetrafluoro-borate) as solvent. The reaction is completed in a very short time using monomode microwave irradiation. The catalyst can be reused up to four times without significant loss of activity. A range of substituted indoles are investigated as substrates, and thirteen new compounds have been synthesized.

Palladium-catalyzed allylic alkylation of carboxylic acid derivatives: N-acyloxazolinones as ester enolate equivalents

Triple A: A general asymmetric allylic alkylation of ester enolate equivalents at the carboxylic acid oxidation state is reported. N-Acylbenzoxazolinone-derived enol carbonates were synthesized and employed in the palladium-catalyzed alkylation reaction. The imide products were readily converted into a series of carboxylic acid derivatives without loss of enantiopurity.

Tandem copper-catalysed aryl and alkenyl amination reactions: The synthesis of N-functionalised indoles

A Cu-diamine complex effectively catalyses tandem C-N bond formation on 2-(2-haloalkenyl)-aryl halide substrates, to deliver a series of N-functionalised indoles. Anilines, amides and carbamates are all effective coupling partners under the developed cond

INDOLE SYNTHESES UTILIZING o-METHYLPHENYL ISOCYANIDES.

New indole synthesis starting with o-methylphenyl isocyanides such as o-tolyl, 2,4-xylyl, and 2,6-xylyl isocyanide is described. Treatment of o-tolyl isocyanide with LDA in diglyme at minus 78 degree C generated selectively o-(lithiomethyl)phenyl isocyanide in an almost quantitative yield, which on warming up to room temperature was cyclized to indole after aqueous workup. Similarly, 2,4-xylyl and 2,6-xylyl and 2,6-xylyl isocyanides were cyclized to 5-methylindole and 7-methylindole quantitatively. The o-(lithiomethyl)phenyl isocyanides reacted with electrophiles such as alkyl halides and alkylene oxides to give o-alkylphenyl isocyanides, which were cyclized via the lithiation at the orthobenzylic carbon to afford 3-substituted indoles.