33265-66-6

Upstream product

• 6025-60-1 2-(1H-pyrrol-1-yl)aniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 33265-69-9 4-(4-methoxyphenyl)pyrrolo[1,2-a]quinoxaline 
• 33265-60-0 1-(2-nitrophenyl)-1H-pyrrole 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 1174730-78-9 C₂₀H₁₇ClN₂O₂ 
• 33265-69-9 4-(4-methoxyphenyl)pyrrolo[1,2-a]quinoxaline 

Relevant academic research and scientific papers

Highly selective synthesis of mono- and bis-4,5-dihydropyrrolo[1,2-a]quinoxalines catalyzed by sustainable supported acidic ionic liquid in water media

Abstract: Preparation of substituted as well as the selective synthesis of mono- and bis-4,5-dihydropyrrolo[1,2-a]quinoxalines using a highly efficient, sustainable, and reusable supported acidic ionic liquid is reported. The reaction method is ecofriendl

Metal-Free Synthesis of Pyrrolo[1,2- a ]quinoxalines Mediated by TEMPO Oxoammonium Salts

We herein describe a novel TEMPO oxoammonium salt initiated Pictet-Spengler reaction of imines, generated in situ from carbonyl compounds and pyrrole- or indole-containing substrates, to afford 4,5-dihydropyrrolo[1,2- a ]quinoxalines or 5,6-dihydroindolo[1,2- a ]quina-oxalines in good to excellent yields. Moreover, a one-pot synthesis of a biologically important quinoxaline is achieved via a cyclization-dehydrogenation process using one equivalent of the oxoammonium salt.

Highly Stereoselective Metal-Free Hydrogenations of Pyrrolo[1,2- a]quinoxalines

A metal-free hydrogenation of pyrrolo[1,2-a]quinoxalines has been successfully realized by using the combination of B(C6F5)3 and tris(4-methoxyphenyl)phosphine to furnish the corresponding 1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoxalines in 59-99% yields. For 4-aryl-substituted pyrrolo[1,2-a]quinoxalines, high cis selectivities were obtained, but trans-selectivities were achieved for the 4-methyl-substituted substrates.

An eco-friendly Pictet-Spengler approach to pyrrolo- and indolo[1,2-a]quinoxalines using p-dodecylbenzenesulfonic acid as an efficient Br?nsted acid catalyst

A facile and environmentally benign Pictet-Spengler strategy for the synthesis of a series of biologically important pyrrolo- and indolo[1,2-a]quinoxalines has been developed by reacting 1-(2-aminophenyl)-pyrrole or 1-(2-aminophenyl)indoles with a wide range of aromatic aldehydes, acetophenones or isatins in ethanol at ambient temperature using p-dodecylbenzenesulfonic acid (p-DBSA) as an efficient Br?nsted acid-surfactant combined catalyst. This methodology was found to be applicable to generate diverse quinoxaline derivatives in fairly good yields under mild reaction conditions.

Lewis acid-catalyzed selective synthesis of diversely substituted indolo-and pyrrolo[1,2-a]quinoxalines and quinoxalinones by modified pictet-spengler reaction

An efficient tandem process for the selective synthesis of 1,2-annulated α-fused quinoxalines using benzotriazole methodology by a modified Pictet-Spengler reaction is described. The approach involves the reaction of arylamines 4 with aromatic aldehydes 5 to furnish 6-endo-dig-cyclized products. Dihydroquinoxalines 6 were selectively obtained by using AlCl3 in tetrahydrofuran (THF) at room temperature for two hours. However, after ten hours, quinoxalines 7 were obtained exclusively in excellent yields. A series of biologically important fluoro-and piperazenyl-substituted quinoxalines were also synthesized. This developed methodology also provides access to a novel tandem synthesis of quinoxalinones 9.

Hit-to-lead optimization of pyrrolo[1,2-a]quinoxalines as novel cannabinoid type 1 receptor antagonists

Hit-to-lead optimization of a novel series of N-alkyl-N-[2-oxo-2-(4-aryl-4H-pyrrolo[1,2-a]quinoxaline-5-yl)-ethyl]-car boxylic acid amides, derived from a high throughput screening (HTS) hit, are described. Subsequent optimization led to identification of