55895-62-0

Upstream product

• 109-97-7 pyrrole 
• 59046-28-5 p-toluoyl-1H-1,2,3-benzotriazole 
• 874-60-2 4-methyl-benzoyl chloride 
• 397321-54-9 (1-benzenesulfonyl-1H-pyrrol-2-yl)-(4-methylphenyl)-ketone 
• 20671-52-7 lithium pyrrolide 
• 104-87-0 4-methyl-benzaldehyde 
• 104-85-8 para-methylbenzonitrile 
• 122-00-9 para-methylacetophenone 
• 7163-50-0 (4-methylphenyl)(oxo)acetic acid 
• 38480-28-3 2-bromo-1H-pyrrole 
• 589-18-4 4-Methylbenzyl alcohol 
• 99-94-5 p-Toluic acid 
• 74032-45-4 S-2-pyridyl 4-methylbenzothiolate 
• 14062-78-3 N,N-dimethyl-4-toluamide 

Downstream Products

• 129055-89-6 [1-(2-Chloromethyl-benzyl)-1H-pyrrol-2-yl]-p-tolyl-methanone 
• 79499-34-6 2-(4-methylbenzyl)-1H-pyrrole 
• 132371-60-9 2,5-bis(4-toluyl)pyrrole 
• 147088-90-2 2,4-bis(p-methyl)benzoylpyrrole 
• 129055-84-1 11-p-Tolyl-5H-benzo[e]pyrrolo[1,2-a]azepine 
• 397325-86-9 [5-(4-methylbenzoyl)-1H-pyrrol-3-yl]carbaldehyde 
• 474009-98-8 (1-(3-butenyl)-1H-pyrrol-2-yl)(4-methylphenyl)methanone 
• 1257530-62-3 diethyl 2-(5-(4-methylbenzoyl)-1H-pyrrol-2-yl)malonate 
• 1448615-90-4 C₁₆H₁₂BF₂N₃O₂ 
• 1448543-27-8 (5-nitro-1H-pyrrol-2-yl)(4-tolyl)methanone 
• 1448543-28-9 (4-nitro-1H-pyrrol-2-yl)(4-tolyl)methanone 
• 26171-23-3 1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid 
• 62128-31-8 (1-methyl-1H-pyrrol-2-yl)-p-tolylmethanone 

Relevant academic research and scientific papers

Two complementary routes to 7-substituted chlorins. Partial mimics of chlorophyll b

(Chemical Equation Presented) Chlorophyll a and chlorophyll b exhibit distinct spectra yet differ only in the nature of a single substituent (7-methyl versus 7-formyl, respectively). Two complementary approaches have been developed for the synthesis of 7-

Synthesis method of 2-aromatic acyl pyrrole compounds

The invention relates to the field of organic synthesis, and discloses a synthesis method of 2-aromatic acyl pyrrole compounds, wherein the synthesis method comprises the steps: taking an N-aromatic acyl pyrrole compound as a raw material, and carrying ou

Extended Multicomponent Reactions with Indole Aldehydes: Access to Unprecedented Polyheterocyclic Scaffolds, Ligands of the Aryl Hydrocarbon Receptor

The participation of reactants undergoing a polarity inversion along a multicomponent reaction allows the continuation of the transformation with productive domino processes. Thus, indole aldehydes in Groebke–Blackburn–Bienaymé reactions lead to an initial adduct which spontaneously triggers a series of events leading to the discovery of novel reaction pathways together with direct access to a variety of linked, fused, and bridged polyheterocyclic scaffolds. Indole 3- and 4-carbaldehydes with suitable isocyanides and aminoazines afford fused adducts through oxidative Pictet–Spengler processes, whereas indole 2-carbaldehyde yields linked indolocarbazoles under mild conditions, and a bridged macrocycle at high temperature. These novel structures are potent activators of the human aryl hydrocarbon receptor signaling pathway.

Selective PdII-Catalyzed Acylation of Pyrrole with Aldehydes. Application to the Synthesis of Celastramycin Analogues and Tolmetin

The PdII-catalyzed C-2 acylation of pyrrole with aldehydes in the presence of TBHP as oxidant has been studied for the synthesis of di(hetero)aryl ketones. The use of 2-pyrimidine as directing group leads to 2-acylpyrroles in moderate to good yields, although 2,5-diacylpyrroles are obtained as by products. This side-reaction could be avoided using 3-methy-2-pyridine as directing group, obtaining selectively 2-acylpyrroles. The reaction has been extended to a series of aromatic and heteroaromatic aldehydes, obtaining the best results with electron rich aromatic aldehydes. The methodology has been applied in the synthesis of pyrrolomycin alkaloid Celastramycin analogues and for an improved synthesis of Tolmetin, a nonsteroidal anti-inflammatory drug.

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.

Method for synthesizing drug intermediate pyrrolidone compound

The invention relates to a method for synthesizing a pyrrolidone compound which can be used as a drug intermediate as shown in a formula (III). The method comprises the following steps: reacting a compound as shown in a formula (I) with a compound as shown in a formula (II) in the presence of a catalyst, an organic ligand, an oxidant, an adjuvant and alkali in an organic solvent under a nitrogen atmosphere, and performing post-treatment after the reaction is completed to obtain the compound as shown in the formula (III), wherein R is H, C1-C6 alkyl, C1-C6 alkoxy, halogen or nitro. According to the method, a comprehensive reaction system of catalyst, ligand, oxidant, alkali and solvent is adopted, so that a target product is obtained with high yield. The pyrrolidone compound has an excellent application prospect and industrial production potential in the technical field of organic synthesis, especially drug intermediate synthesis.

Synthesis of 2-benzoylpyrrole derivatives via C-H functionalization adjacent to nitrogen of pyrrole

A direct transition-metal-free synthesis of 2-benzoylpyrrole derivatives from free (N-H) pyrroles and benzaldehyde has been developed. The benzoylation reaction at the 2 or 5-position of pyrrole proceeded well under the alkali metalation system and with 2

Facile Synthesis of 9,10,19,20-Tetraarylporphycenes

A simple route was developed for the synthesis of 9,10,19,20-tetraarylporphycenes by combining both McMurry and oxidative synthetic strategies and using readily available precursors. The desired 5,6-diaryldipyrroethenes, which were prepared in multigram quantities over two steps, were used to prepare 9,10,19,20-tetraarylporphycenes under mild acid-catalyzed conditions. As 5,6-diaryldipyrroethene precursors can easily be prepared in multigram quantities, this method is useful for the preparation of meso-tetrarylporphycenes that contain different aryl substituents. The molecular structures of these macrocycles were determined by HRMS analysis as well as 1D and 2D NMR studies. The tetraarylporphycenes exhibited a strong Soret band at approximately 380 nm and three Q bands in the region of 580-655 nm. The tetraarylprophycenes are reasonably fluorescent and stable under redox conditions. A simple, rapid method was developed for the synthesis of meso-tetraarylporphycenes by employing a McMurry coupling followed by an oxidation reaction as the key steps. This synthetic strategy uses readily available precursors to afford 9,10,19,20-tetraarylporphycenes. The absorption, fluorescence, and electrochemical properties of these macrocycles were also studied.

Acylation of pyrroles and their free (N-H)-derivatives via palladium-catalyzed carbopalladation of nitriles

An efficient regioselective synthesis of 2-acylpyrroles via palladium-catalyzed addition of pyrroles with benzonitriles and subsequent hydrolysis is developed. The direct acylation reaction of protected as well as (NH)-free pyrroles proceeded smoothly to

A novel one-pot synthesis of 2-benzoylpyrroles from benzaldehydes

We herein report a novel one-pot reaction for benzoylation of pyrrole. The key step in the reaction is generation of di(1H-pyrrol-1-yl)zirconium(IV) chloride complex which reacts with benzaldehydes and methyl benzoates to give 2-benzoylpyrroles as the major product.