610282-93-4

Upstream product

• 6628-00-8 N-Allylcyclohexylamin 
• 1477-50-5 Indole-2-carboxylic acid 
• 58881-45-1 Indole-2-carbonyl chloride 

Downstream Products

• 1357458-12-8 (2-cyclohexyl-1-oxo-2,3,4,9-tetrahydropyrido[3,4-b]indol-4-yl)methyl acetate 
• 1357458-06-0 (2-cyclohexyl-1-oxo-2,3,4,9-tetrahydropyrido[3,4-b]indol-4-yl)methyl formate 
• 1357457-99-8 4-(chloromethyl)-2-cyclohexyl-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one 
• 1357458-04-8 4-(bromomethyl)-2-cyclohexyl-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one 
• 1357458-27-5 10-chloro-4-(chloromethyl)-2-cyclohexyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one 
• 1357458-31-1 10-bromo-4-(bromomethyl)-2-cyclohexyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one 

Relevant academic research and scientific papers

Palladium(II)/copper halide/solvent combination for selective intramolecular domino reactions of indolecarboxylic acid allylamides: An unprecedented arylation/esterification sequence

Intramolecular oxidative palladium-catalyzed reactions of indolylallylamides in the presence of the couple bis(acetonitrile) palladium dichloride and copper(II) halide are described. Starting from 2-and 3-indolylallylamides and involving in both cases the C-3 position of the indole nucleus, variously substituted b-carbolinones were obtained by arylation/ halogenation, arylation/esterification or arylation/ carboalkoxylation processes. On the other hand, an unusual aminohalogenation/halogenation sequence performed on 2-indolylallylamides gave rise to pyrazino[1,2-a]indole products. The carboesterification process is the result of an unknown path that involves the DMF or DMA used as solvent. The outcome of the reactions of the 3-indolylallylamides arises from a totally selective 1,2-migration of the acyl group on the supposed spiro intermediates formed from the nucleophilic attack of the C-3 indole position.

Regioselectivity on the palladium-catalyzed intramolecular cyclization of indole derivatives

Indole 2-carboxamide derivatives 4 underwent palladium-catalyzed intramolecular cyclization reactions to afford β-carbolinones or pyrazino[1,2-a]indoles according to different reaction pathways. The complete regioselectivity of the reactions was obtained in different reaction conditions.