256391-56-7

Usage

Derivative of indole

Yes
Indole is a heterocyclic aromatic organic compound, and 1-(1-BENZYL-1H-INDOL-3-YL)-2,2,2-TRIFLUORO-1-ETHANONE is a derivative, meaning it is structurally related to indole with some modifications.

Benzyl group attachment

Nitrogen atom of the indole ring
The benzyl group (C6H5-CH2-) is attached to the nitrogen atom in the indole ring, which influences the compound's chemical properties and reactivity.

Fluorine atoms

Three, attached to the carbon atom of the ethanone group
The presence of three fluorine atoms attached to the carbon atom in the ethanone group (CO-CF3) contributes to the compound's unique properties, such as increased lipophilicity and metabolic stability.

Application in organic synthesis

Yes
The compound is used as a versatile building block in organic synthesis, allowing for the creation of various bioactive molecules and pharmaceutical compounds.

Application in pharmaceutical research

Yes
It serves as a valuable intermediate in the development of new drug candidates and pharmaceutical formulations due to its unique structural features and reactivity.

Potential applications

Development of new drug candidates and pharmaceutical formulations
The compound's structural diversity and reactivity make it a promising candidate for the development of novel therapeutic agents and formulations in the pharmaceutical industry.

Upstream product

• 256391-50-1 N,N'-dibenzyl-3,3'-diindolylmethane 
• 407-25-0 trifluoroacetic anhydride 
• 35173-70-7 3,3′-benzylidenebis(1-benzyl-1H-indole) 
• 261637-58-5 (1-benzyl-1H-indol-3-yl)(phenyl)methanol 
• 14618-45-2 2,2,2-trifluoro-1-(1H-indol-3-yl)ethanone 
• 100-39-0 benzyl bromide 
• 120-72-9 indole 

Relevant academic research and scientific papers

Palladium-Catalyzed 2-fold C-H Activation/C-C Coupling for C4-Arylation of Indoles Using Weak Chelation

Palladium-catalyzed weak chelation-assisted regioselective C4-arylation of indoles has been accomplished using a readily available arene at moderate temperature. The C4-arylation, weak chelating benzoyl (Bz) directing group, cross-dehydrogenative coupling (CDC), broad substrate scope, and late-stage diversifications are the important practical features.

Synthesis of a trifluoromethylindolocarbazole, novel cyclic 27- and 36-membered N-benzyltri- and -tetraindoles, and an N-benzyltetraindolyltrimethane

5,11-Dihydro-5,11-dibenzyl-6-trifluoromethylindolo[3,2-b]carbazole (6) and the cyclic N-benzylindole trimer 4 were synthesized from both N-benzylindole-3-methanol (1) and N,N'-dibenzyl-3,3'-diindolylmethane (2) by treatment with trifluoroacetic anhydride. The former also gave the 36-membered cyclic N-benzylindole tetramer 7, and the latter furnished N-benzyl-3-trifluoroacetylindole (8). Heating 1 in aqueous methanol also yielded the trimer 4 along with 2, the N-benzylitriindolyldimethane 3, and the N-benzyltetraindolyltrimethane 5 whose structure and solid-state conformation were determined by X-ray crystallographic analysis. The results are discussed and plausible mechanisms of the reactions leading to 3-8 are presented.

Synthesis of trifluoromethylindolocarbazoles, novel cyclic 18-membered and 27-membered N-arylmethyldi- and triindoles and an N-arylmethyltetraindolyltrimethane

5,11-Dihydro-5,11-diarylmethyl-6-trifluoromethylindolo[3,2-b]carbazoles (3b-d) have been synthesised from both N-arylmethylindole-3-carbinols (1b-d) and N,N′-diarylmethyl-3,3′-diindolylmethanes (2b, c and f) by treatment with trifluoroacetic anhydride. The cyclic N-arylmethylindoledi- and trimers (4c-f) and the 3-trifluoroacetylindoles (5a and b) have also been obtained from this reaction. Thermal reaction of 1b-d furnishes 2b, c and f, but 1c also affords the N-arylmethyltriindolyldimethane (2d) and the N-arylmethyltetraindolyltrimethane (2e). The results are discussed and the plausible reaction mechanism is very briefly presented.