106058-85-9

Usage

Uses

Used in Organic Synthesis:
3-Acetyl-1-(p-tolylsulfonyl)pyrrole is used as a building block in organic synthesis for the creation of various biologically active molecules. Its unique structure allows for the development of new compounds with potential applications in different fields.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-Acetyl-1-(p-tolylsulfonyl)pyrrole is utilized as a key component in the synthesis of pharmaceuticals. Its pharmacological properties make it a promising candidate for the development of new drugs with therapeutic potential.
Used as a Reagent in Chemical Reactions:
3-Acetyl-1-(p-tolylsulfonyl)pyrrole also serves as a reagent in various chemical reactions, facilitating the synthesis of a range of compounds. Its versatility in these reactions contributes to its value in the field of chemistry.
Used as a Starting Material for Synthesis of Other Compounds:
Furthermore, 3-Acetyl-1-(p-tolylsulfonyl)pyrrole is employed as a starting material for the synthesis of other compounds. Its presence in the initial stages of synthesis allows for the production of a diverse array of chemical entities with various applications.

InChI:InChI=1/C13H13NO3S/c1-10-3-5-13(6-4-10)18(16,17)14-8-7-12(9-14)11(2)15/h3-9H,1-2H3

Upstream product

• 17639-64-4 N-p-toluenesulfonylpyrrole 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 152171-09-0 3-(1-hydroxyethyl)-1-tosylpyrrole 
• 117954-70-8 3-formyl-1-<(4-methylphenyl)sulfonyl>pyrrole 
• 7126-39-8 pyrrole-3-carboxaldehyde 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 129667-00-1 4-[1,3]Dioxolan-2-yl-2-[1-(toluene-4-sulfonyl)-1H-pyrrol-3-yl]-butan-2-ol 
• 158782-32-2 3-(1-hydroxy-1-phenylethyl)-1-tosylpyrrole 
• 1072-82-8 3-acetylpyrrole 
• 152171-09-0 3-(1-hydroxyethyl)-1-tosylpyrrole 
• 138779-98-3 N-tosyl-(1H-pyrrol-3-yl)acetic acid methyl ester 
• 86688-96-2 methyl 2-(1-tosyl-3-pyrrolyl)acetate 
• 124511-96-2 3-chloroacetyl-1-tosyl-1H-pyrrole 
• 1194065-35-4 2,2-dimethyl-5-(1-(1-tosyl-1H-pyrrol-3-yl)ethylidene)-1,3-dioxane-4,6-dione 
• 1213775-95-1 C₁₉H₂₃NO₄S 
• 1253640-92-4 4-((3,3,4,4,5,5,6,6,6-nonafluorohexylthio)carbonyl)phenyl 
• 1253640-93-5 4-((3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylthio)carbonyl)-phenyl 2-(1H-pyrrol-3-yl)acetate 
• 1253640-94-6 4-((3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthio)carbonyl)-phenyl 2-(1H-pyrrol-3-yl)acetate 
• 1414702-04-7 2-(1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)ethyl 2-(1H-pyrrol-3-yl)acetate 

Relevant academic research and scientific papers

Synthesis and polymerization of 2-(3-pyrrolyl)acetic acid derivatives from pyrrole

The synthesis of the 3-pyrrylacetic acid as well as the study of its esterification conditions are described. The new materials thus obtained are electropolymerized.

Pyrrole Hemithioindigo Antimitotics with Near-Quantitative Bidirectional Photoswitching that Photocontrol Cellular Microtubule Dynamics with Single-Cell Precision**

We report the first cellular application of the emerging near-quantitative photoswitch pyrrole hemithioindigo, by rationally designing photopharmaceutical PHTub inhibitors of the cytoskeletal protein tubulin. PHTubs allow simultaneous visible-light imaging and photoswitching in live cells, delivering cell-precise photomodulation of microtubule dynamics, and photocontrol over cell cycle progression and cell death. This is the first acute use of a hemithioindigo photopharmaceutical for high-spatiotemporal-resolution biological control in live cells. It additionally demonstrates the utility of near-quantitative photoswitches, by enabling a dark-active design to overcome residual background activity during cellular photopatterning. This work opens up new horizons for high-precision microtubule research using PHTubs and shows the cellular applicability of pyrrole hemithioindigo as a valuable scaffold for photocontrol of a range of other biological targets.

Asymmetric Organocatalytic Synthesis of Bisindoles – Scope and Derivatizations

Starting from 3-vinylindoles and glyoxolate imines, we created a library of diverse 4,6-bis(1H-indole-3-yl)piperidine 2-carboxylates by using 10 mol-% of a chiral phosphoric acid. Utilising electron-withdrawing groups on the starting material during the r

Synthesis of (±)-γ-Lycorane by Using an Intramolecular Friedel-Crafts Reaction

A total synthesis of γ-lycorane has been achieved by employing N -tosylpyrrole as a key building block. The synthesis employs both an intermolecular and an intramolecular Friedel-Crafts reaction, as well as a completely diastereoselective hydrogenation of

Gold(I)-catalyzed dearomative rautenstrauch rearrangement: Enantioselective access to cyclopenta[ b ]indoles

A highly enantioselective dearomative Rautenstrauch rearrangement catalyzed by cationic (S)-DTBM-Segphosgold(I) is reported. This reaction provides a straightforward method to prepare enantioenriched cyclopenta[b]indoles. These studies show vast differenc

Synthesis of novel pyrrolyl-indomethacin derivatives

In the present work, we report the synthesis of the novel esters of indomethacin (IDMC) and an ester of reduced IDMC. For this purpose, IDMC is covalently bound by using a spacer chain to the pyrrole (Py) in the 3-position. The innovative pyrrole-indomethacin (3-Py-IDMC) derivates show no cytotoxic effects in primary calvarial osteoblasts. The designed IDMC derivates have been studied because they could be injected locally as a component of polymeric micro-particles. In fact, the new 3-Py-IDMC derivatives will assure their further polymerization since the 2- and 5-monomer positions are free.

Superhydrophobic surfaces of electrodeposited polypyrroles bearing fluorinated liquid crystalline segments

Two intrinsic properties of fluorinated tails (F-butyl to F-octyl) were combined in the elaboration of superhydrophobic surfaces by electrochemical polymerization: their promesogenic characteristic and their ability to increase both hydrophobicity and oleophobicity. We report the synthesis and the characterization of pyrrole monomers bearing fluorinated liquid crystalline segments. The electrodeposited corresponding polymer films were characterized by cyclic voltammetry, static and dynamic contact angle measurements, and scanning electron microscopy. Sticky superhydrophobic surfaces were obtained with a F-hexyl or a F-octyl tail. The presence of mesogenic segments improves the surface hydrophobicity and increases the surface roughness, clearly observed with F-butyl and F-hexyl chains.

Access to indoles via Diels-Alder reactions of 3-vinylpyrroles

(Chemical Equation Presented) N-p-Toluenesulfonyl-3-vinylpyrrole underwent endo-addition [4 + 2] cycloaddition reactions with maleimides and benzoquinones, followed by isomerization to give tetrahydroindoles in good yields. Dehydrogenation with activated MnO2 in refluxing toluene gave the corresponding indoles in fair to good yields. Detosylation via saponification or with magnesium in refluxing methanol gave the N-H indoles in moderate to good yields. This method for formation of indoles is both convergent and versatile and uses starting materials that are conveniently prepared.

Acylation of N-p-toluenesulfonylpyrrole under Friedel-Crafts conditions: evidence for organoaluminum intermediates

The Friedel-Crafts acylation of N-p-toluenesulfonylpyrrole under Friedel-Crafts conditions has been reinvestigated. Evidence is presented in support of the hypothesis that when AlCl3 is used as the Lewis acid, acylation proceeds via reaction of

Pyrroles substituted by oligonucleotides

The invention relates to novel pyrrole derivatives of the formula (I) which make it possible to immobilize and address oligonucleotides by electropolymerization. Said invention also relates to thus produced electroactive polymers and to methods for using