207619-48-5

Upstream product

• 318-54-7 2,2,2-trifluoro-1-(1-methyl-1H-indol-3-yl)ethan-1-one 
• 4442-11-9 lithium piperidide 
• 27393-79-9 (1H-indol-3-yl)(piperidin-1-yl)methanone 
• 74-88-4 methyl iodide 
• 14618-45-2 2,2,2-trifluoro-1-(1H-indol-3-yl)ethanone 
• 110-89-4 piperidine 
• 603-76-9 1-methylindole 
• 67-66-3 chloroform 
• 120-72-9 indole 
• 352464-36-9 (2-bromo-1-methyl-1H-indol-3-yl)-piperidin-1-yl-methanone 

Relevant academic research and scientific papers

A novel radical cyclization of 2-bromoindoles. Synthesis of hexahydropyrrolo[3,4-b]indoles

Hexahydropyrrolo[3,4-b]indoles 6, 10, and 13 are obtained from 2-bromo-3-carboxamides 5, 9, and 12, respectively, by a 1,5-radical translocation process followed by 5-endo-trig cyclization to the indole C-2 position.

Acylative Coupling of Amine and Indole Using Chloroform as a Carbonyl Group

Chloroform-mediated acylative coupling of amines with indoles has been developed. When indoles and amines in chloroform were treated with dimethylzinc in the presence of air, the three-component aminocarbonylation reaction proceeded via in-situ generation of phosgene from chloroform and O2 to provide indole-3-carboxamides in a single operation. Application to the synthesis of biologically active compounds and intramolecular acylation are also described.

Synthesis of indole-3-carboxamides via a haloform cleavage reaction of 3-trifluoroacetylindole with lithium dialkylamides

Reaction of 3-trifluoroacetylindole (4) with lithium dialkylamides affords the corresponding indole-3-carboxamides (5) in good to excellent yields.