30030-90-1

Usage

Uses

Used in Organic Synthesis:
3-Trichloroacetylindole is used as a building block in organic synthesis for the creation of diverse molecules with potential biological activity. Its unique structure allows for the development of new compounds with various applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-Trichloroacetylindole is used as a key intermediate in the synthesis of pharmaceutical compounds. Its properties make it a promising candidate for the development of new drugs with potential therapeutic effects.
Used in Oncology Research:
3-Trichloroacetylindole is used as a research compound in oncology, where it is studied for its potential in drug discovery and development. Its unique structure may contribute to the development of new anticancer agents.
Used in Neuroscience Research:
In the field of neuroscience, 3-Trichloroacetylindole is used as a research compound to explore its potential in the development of drugs targeting neurological disorders. Its unique properties may offer new avenues for treatment and understanding of these conditions.
Overall, 3-Trichloroacetylindole's diverse applications in organic synthesis, medicinal chemistry, oncology, and neuroscience research highlight its potential as a valuable compound for future scientific advancements.

Upstream product

• 120-72-9 indole 
• 545-06-2 trichloroacetonitrile 
• 1477-50-5 Indole-2-carboxylic acid 
• 76-03-9 trichloroacetic acid 
• 76-02-8 trifluoroacetyl chloride 
• 4124-31-6 trichloroacetic acid anhydride 

Downstream Products

• 771-50-6 1H-indole-3-carboxylic acid 
• 1333169-30-4 (R)-ethyl 1-(1-(2-bromophenyl)ethyl)-1H-indole-3-carboxylate 
• 1333169-31-5 (R)-2,2,2-trichloro-1-(1-(2-bromophenyl)ethyl-1H-indol-3-yl)ethan-1-one 
• 15317-58-5 1H-indole-3-carboxylic acid hydrazide 
• 776-41-0 indole-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Amination/Cyclization Cascade by Acid-Catalyzed Activation of Indolenine for the One-Pot Synthesis of Phaitanthrin E

We have developed a concise one-pot synthesis of phaitanthrin E derivatives, where simple starting materials undergo an acid-catalyzed intermolecular amination/intramolecular cyclization cascade.

3-indole carboxylic acid preparation method

The present invention discloses a 3-indole carboxylic acid preparation method comprising the following steps: (1) indole and trichloroacetyl chloride are added into methylene chloride for reaction under the effect of anhydrous aluminium trichloride to obtain crude 3-trichloroacetyl indole; (2) the crude 3-trichloroacetyl indole is poured into ice water, stirred and allowed to stand for layering to separate an organic layer; (3) the organic layer is dried, filtered and concentrated to obtain pure 3-trichloroacetyl indole; (4) the 3-trichloroacetyl indole is added into methanol, an alkali solution is added dropwise for heating for refluxing for 18 to 22 hours, the mixture is cooled to room temperature, the methanol is recovered by concentration, and a remaining liquid is remained; (5) water is added into the remaining liquid, hydrochloric acid is added dropwise for adjusting PH to 3-4, the remaining liquid is filtered, and a solid obtained by the filteration is dried to obtain crude 3-indolyl carboxylic acid; and (6) the crude3-indole carboxylic acid is beaten with ethyl acetate, then filtered, and dried to obtain pure 3-indole carboxylic acid. The 3-indole carboxylic acid preparation method provides a new idea for the preparation of 3-indole carboxylic acid, and significantly improves product yield and purity.

A new methodology for functionalization at the 3-position of indoles by a combination of boron lewis acid with nitriles

We discovered that a reagent comprising a combination of PhBCl2 and nitriles was useful for syntheses of both 3-acylindoles and 1-(1H-indol-3-yl)alkylamine from indoles. The reaction proceeded selectively at the 3-position of indoles providing 3-acylindoles in moderate to high yields on treatment with the above reagent. Furthermore, the reaction provided the corresponding amine products in moderate to high yields after the intermediate imine was reduced by NaBH3CN. These reactions proceeded under mild conditions and are applicable to the formation of indoles functionalized at the 3-position.

Grignard-mediated reduction of 2,2,2-trichloro-1-arylethanones

2,2,2-Trichloro-1-aryl-ethanones can be reduced by RMgX to the corresponding 2,2-dichloro-1-arylethen-1-olates and trapped with a range of electrophiles resulting in either reduction, reduction/aldol, reduction/Claisen condensation or reduction/aldol-Tishchenko products. In addition we demonstrate that 2,2-dichloro-1-arylethen-1-olates undergo counter-ion controlled Darzens condensations, which can be followed by a thermal rearrangement as a route to 1,3-diaryl-3-chloropropane-1,2-diones.

1,3,4,16B-TETRAHYDRO-2H,10H-INDOLO[2,1-C]PYRAZINO-[1,2-A][1,4]BENZODIAZEPINES USEFUL AS SEROTONIN-2 RECEPTOR ANTAGONISTS

The invention relates to 1,3,4,16b-tetrahydro-2H,10H-indolo 2, 1-c!pyrazino 1,2-a! 1,4!benzodiazepine derivatives of the formula I, STR1 wherein R 1 is hydrogen, lower alkyl, C 3-7-alkenyl, C. sub.3-7-alkynyl, 3 to 7 ring-membered cycloalkyl, C 2-7-alkyl

REACTION OF INDOLES WITH TRIFLUORACETIC ACID

3-Trifluoracetyl indoles are formed by the action of trifluoracetic acid on indole-2-carboxylic acid and its benzo-substituted derivatives.When unsubstituted indole is refluxed with trifluoracetic acid, it gives 3-triflouracetylindole in 30percent yield.

SYNTHESIS OF AROMATIC ALDEHYDES VIA 2-ARYL-N,N'-DIACYL-4-IMIDAZOLINES

Diacylimidazolium ions yield adducts with aromatic compounds.Thus the N,N'-diacetylimidazolium ion and indole gives 1,3-diacetyl-2-(3-indolyl)-4-imidazoline.Less reactive substrates such as thiophene, anisole and 1,3-dimethylbenzene fail to react with this reagent but do form adducts (e.g. 1,3-bis-(trifluoroacetyl)-2-(2-thienyl)-4-imidazoline) with an imidazole/trifluoroacetic anhydride reagent.All of the adducts could be converted to the corresponding aldehyde under mild conditions.The synthetic scope of the new synthesis is similar to that of the Vilsmeier-Haack reaction.