545339-34-2

Upstream product

• 589-09-3 N-allyl-N-phenylamine 
• 58881-45-1 Indole-2-carbonyl chloride 
• 1477-50-5 Indole-2-carboxylic acid 

Downstream Products

• 1357458-14-0 (2-phenyl-1-oxo-2,3,4,9-tetrahydropyrido[3,4-b]indol-4-yl)methyl acetate 
• 1357458-07-1 (2-phenyl-1-oxo-2,3,4,9-tetrahydropyrido[3,4-b]indol-4-yl)methyl formate 
• 1357458-00-4 4-(chloromethyl)-2-phenyl-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one 
• 1357458-28-6 10-chloro-4-(chloromethyl)-2-phenyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one 
• 1357458-32-2 10-bromo-4-(bromomethyl)-2-phenyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one 

Relevant academic research and scientific papers

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.

Uncommon intramolecular palladium-catalyzed cyclization of indole derivatives

A novel synthetic strategy based on the intramolecular palladium-catalyzed oxidative cyclization reaction, allows the formation of C-C bond and the synthesis of β-carbolinones. The reaction has been performed in the presence of catalytic amount of PdClsu

A Next-Generation Air-Stable Palladium(I) Dimer Enables Olefin Migration and Selective C?C Coupling in Air

We report a new air-stable PdI dimer, [Pd(μ-I)(PCy2tBu)]2, which triggers E-selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C?C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C?Br, C?OTf/OFs, and C?Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous PdI dimer generations for substrates that bear substituents ortho to C?OTf.

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.