1025-97-4

Upstream product

• 67-56-1 methanol 
• 34016-31-4 2-Benzoyl-1H-indole-3-carboxaldehyde 
• 1402043-15-5 N-(2-(1-chloroethyl)phenyl)-4-methylbenzenesulfonamide 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 
• 1155509-19-5 N-(2-(1-hydroxyethyl)phenyl)-4-methylbenzenesulfonamide 
• 83-34-1 3-Methylindole 
• 611-73-4 Benzoylformic acid 
• 98-86-2 acetophenone 
• 100-63-0 phenylhydrazine 
• 622-76-4 1-phenyl-1-butyne 
• 58550-84-8 N-(phenylsulphonyl)-3-methylindole 
• 77507-53-0 (3-methyl-1-(phenylsulfonyl)-1H-indol-2-yl)(phenyl)methanone 
• 93-97-0 benzoic acid anhydride 
• 551-93-9 2-aminoacetophenone 

Downstream Products

• 82594-94-3 1,2-dibenzoyl-3-methylindole 
• 82594-99-8 3-phenylthieno<3,4-b>indole 
• 82595-00-4 3-phenylseleno<3,4-b>indole 
• 82594-96-5 3-phenyl-4-benzoylthieno<3,4-b>indole 
• 82594-97-6 3-phenyl-4-benzoylseleno<3,4-b>indole 
• 82594-95-4 1,2-dibenzoyl-3-bromomethylindole 
• 77507-57-4 3-methyl-2-(1-phenylvinyl)-1H-indole 

Relevant academic research and scientific papers

Minisci aroylation of N-heterocycles using choline persulfate in water under mild conditions

Metal persulfate mediated thermal oxidative organic transformations invariably require a higher temperature and frequently use an organic solvent. The objective of this work was to develop persulfate mediated oxidative transformations that can be performed nearly at room temperature using water as a solvent. This report describes modified Minisci aroylation of isoquinolines with arylglyoxylic acids using choline persulfate and its pre-composition (choline acetate and K2S2O8) in water at 40 °C. A few other nitrogen heterocycles were also utilized affording various aroylated products in good to excellent yields. Unlike metal persulfate that could produce metal salt byproducts, a key feature of the chemistry reported herein includes the use of environmentally benign choline persulfate containing biodegradable choline as a counter-cation, the Minisci reaction demonstrated at 40 °C in water as the only solvent, and unconventional activation of persulfate. This journal is

Aroylation of Electron-Rich Pyrroles under Minisci Reaction Conditions

The development of Minisci acylation on electron-rich pyrroles under silver-free neutral conditions has been reported featuring the regioselective monoacylation of (NH)-free pyrroles. Unlike conventional Minisci conditions, the avoidance of any acid that could result in the polymerization of pyrroles was the key to success. The umpolung reactivity of the nucleophilic acyl radical, generated in situ from arylglyoxylic acid, could help explain the mechanism of product formation with electron-rich pyrroles. Alternatively, the nucleophilic substitution of the acyl radical on the electron-deficient pyrrole radical cation is proposed.

Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles

We describe a cascade strategy for tri- or tetrafunctionalization of alkenylboronic acids to prepare diverse tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles in good yields withN-hydroxybenzotriazin-4-one (HOOBT) and arylhydrazines as oxygen and nitrogen sources, respectively. Mechanistic studies reveal that the domino reaction undergoes the copper-catalyzed Chan-Lam reaction, [2,3]-rearrangement, nucleophilic substitution, oxidation and sequential [3,3]-rearrangement over five steps in a one-pot reaction. The reaction shows a broad substrate scope and tolerates a wide range of functional groups. More importantly, the reaction is easily performed at gram scales and the product is purified by simple extraction, washing, and recrystallization without flash column chromatography. The present protocol features easily available starting materials, high site-marked functionalization, five-step cascade in one pot, multiple C-C/C-O/C-N bond formation, and diversity of indole motifs.

Construction of pyrrole- and indole-fused CF3-piperazine derivatives

A series of pyrrole- and indole-fused trifluoromethyl-functionalized piperazine derivatives were constructed in moderate to good yields with excellent chemoselectivities via a Pictet-Spengler reaction under mild and operationally simple conditions. The synthetic utility of this protocol was further extended by the facile preparation of indole-fused CF3-1,4-diazocane and enantioenriched CF3-piperazines via a vinylogous Pictet-Spengler reaction and an asymmetric Pictet-Spengler reaction, respectively.

Sulfated Zirconia: An Efficient and Reusable Heterogeneous Catalyst in the Friedel–Crafts Acylation Reaction of 3-Methylindole

Abstract: An efficient process for the Friedel–Crafts acylation of 3-methylindole with acid anhydrides in the presence of sulfated zirconia was developed. This catalyst shows excellent catalytic activity with good conversion and selectivity towards formation of the products of 2-acylation (3-methyl-1H-indol-2-yl)ketones. Other advantages related to this process are the simple work-up procedure and smaller production of chemical waste. The catalyst was easily recycled and reused with a minimal loss in activity through three reaction cycles. The catalyst was characterized by FT-IR spectroscopy, X-Ray diffraction and superficial acidity. Graphical Abstract: [Figure not available: see fulltext.].

I2-DMSO promoted metal free oxidative cyclization for the synthesis of substituted Indoles and pyrroles

A series of di substituted indole and tri substituted pyrrole derivatives were synthesized efficiently by using I2/K2CO3 in DMSO. The novel synthesis method offers the advantage of mild reaction conditions, operational simplicity, higher yields. The method is functional group tolerant and provides quick access to medicinally significant compounds in moderate to high yields.

Iodine-mediated intramolecular amination of ketones: The synthesis of 2-acylindoles and 2-acylindolines by tuning N-protecting groups

A general method for constructing both 2-acylindoles and 2-acylindolines via I2-mediated intramolecular C-N bond formation is presented, and the selective formation of either 2-acylindoles or 2-acylindolines just depends on the nitrogen protecting groups used in the same substrate skeletons. The Royal Society of Chemistry.

Cu(OTf)2-catalyzed synthesis of 2,3-disubstituted indoles and 2,4,5-trisubstituted pyrroles from α-diazoketones

A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol % of Cu(OTf)2. A wide range of 2,3-disubstituted indole derivatives were also prepared from α-diazoketones and 2-aminoaryl or alkyl ketones. The synthetic versatility of this approach has been exemplified in the formal synthesis of homofascaplysin C.

Synthesis of indoles through highly efficient cascade reactions of sulfur ylides and N-(ortho-chloromethyl)aryl amides

Batting the ylides: A simple procedure carried out under mild conditions allows the direct and efficient synthesis of structurally diverse indoles. This approach involves a cascade reaction of sulfur ylides and N-(ortho-chloromethyl) aryl amides (see scheme). Copyright

Synthesis of Coumarins and Quinolones by Intramolecular Aldol Condensation Reactions of Titanium Enediolates

Low-valent titanium prepared by the reduction of TiCl3 with zinc dust oxidatively adds to α-ketoamides or α-ketoesters with the formation of the corresponding titanium enediolates.These 1,2-difunctional nucleophiles, which have hardly been used in organic