38401-68-2

Usage

Uses

Used in Pharmaceutical Industry:
5-P-Tolyl-thiophene-2-carbaldehyde is used as a building block for the synthesis of pharmaceuticals due to its unique structure and reactivity, which allows for the creation of complex molecules and functionalized materials.
Used in Agrochemical Industry:
In the agrochemical sector, 5-P-Tolyl-thiophene-2-carbaldehyde is utilized as an intermediate in the production of various agrochemicals, contributing to the development of effective and novel compounds for agricultural applications.
Used in Materials Science:
5-P-Tolyl-thiophene-2-carbaldehyde is employed in materials science for its potential to contribute to the development of new materials with unique properties, thanks to its interesting chemical structure.
Used in Drug Discovery:
5-P-TOLYL-THIOPHENE-2-CARBALDEHYDE is also used in drug discovery processes, where its properties can be leveraged to design and synthesize new drug candidates with potential therapeutic applications.

Upstream product

• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 5720-05-8 4-methylphenylboronic acid 
• 16939-04-1 2-p-tolylthiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 7283-96-7 5-Chloro-2-thiophenecarboxaldehyde 
• 98-03-3 thiophene-2-carbaldehyde 
• 106-38-7 para-bromotoluene 
• 31614-66-1 tributyl(p-tolyl)stannane 
• 624-31-7 4-tolyl iodide 
• 38425-26-2 4-chloro-1-(4-methylphenyl)butan-1-one 
• 108-88-3 toluene 

Downstream Products

• 108967-85-7 5-Phenyl-2-{4-[(E)-2-(5-p-tolyl-thiophen-2-yl)-vinyl]-phenyl}-oxazole 
• 135491-49-5 2-[(E)-2-(5-p-Tolyl-thiophen-2-yl)-vinyl]-1H-benzoimidazole 
• 40808-21-7 5-(4-methylphenyl)thiophene-2-carboxylic acid 
• 1374645-05-2 (E)-8-(2-(5-(4-methylphenyl)-2-thienyl)vinyl)-10,10-dimethyl-10H-pyrido[1,2-a]indolium perchlorate 
• 1026010-24-1 3-(5-p-tolyl-thiophen-2-yl)-acryloyl chloride 
• 61100-11-6 ethyl 5-(p-tolyl) thiophene-2-carboxylate 

Relevant academic research and scientific papers

Synthesis of meso-tetraarylthienylporphyrins by Suzuki-Miyaura cross-coupling reaction and studying their UV-Vis absorption spectra

meso-Tetra(5-arylthien-2-yl)porphyrins and their copper complexes were synthesized by two different approaches using Suzuki-Miyaura cross-coupling reactions. The first, involving the formation of 5-arylthien-2-yl carbaldehydes, followed by condensation with pyrrole. The second is a direct process that involves the coupling of meso-tetra (5-bromothien-2-yl) porphyrins with the arylboronic acids. The yield of the second approach (40-50 %) was higher than the first approach (28-35 %). The UV-Vis absorption spectra of the synthesized porphyrins revealed bathochromic shifts when compared with the parent porphyrin. Additionally, the products showed no aggregation behaviour in solution (DCM), giving a linear correlation between absorption intensity and the concentration.

From agriculture residue to catalyst support; A green and sustainable cellulose-based dip catalyst for C–C coupling and direct arylation

The core characteristics of a perfect catalyst include good activity, simple design, excellent stability, easy recovery from reaction mixture, recyclability, and have the provision for easy scale up. The ease in synthesis, recyclability and scale up makes the dip catalyst a major contender in this regard which possess most of the aforementioned characteristics. In this work, we report a dip catalyst made of cellulose, isolated from agriculture residue (sugarcane bagasse), in which biogenically synthesized palladium nanoparticles were dispersed. The prepared dip catalyst was characterized by FESEM, EDS, XRD, ATR-IR, TGA, TEM, XPS and ICP-OES analysis. Also, the activity of the dip catalyst was studied in the Suzuki-Miyaura cross-coupling reaction and was found to give excellent conversion with 15 recycles. Further, the activity of dip catalyst in C5-arylation of 2-substituted thiophenes was evaluated for which promising yields were obtained.

Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions

Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.

Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates

A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains inc

Aerobic and Efficient Direct Arylation of Five-Membered Heteroarenes and Their Benzocondensed Derivatives with Aryl Bromides by Bulky α-Hydroxyimine Palladium Complexes

In the present work, a series of α-hydroxyimine palladium complexes with bulky substituents (i.e., {[Ar-N=C(R)-C(R)2-OH]PdCl2} (C1, R = Me, Ar = 2-diphenylmethyl-4,6-dimethylphenyl; C2, R = Me, Ar = 2,6-bis(diphenylmethyl)-4-methylphenyl; C3, R = Me, Ar = 2,6-bis(diphenylmethyl)-4-methyoxylphenyl; C4, R = Me, Ar = 2,6-bis(diphenylmethyl)-4-chlorophenyl; C5, R = Ph, Ar = 2,6-dimethylphenyl; C6, R = Ph, Ar = 2,6-diisopropylphenyl)) were synthesized and characterized. The structures of palladium complexes C1 and C2 were determined by X-ray diffraction. These bidentate N,O-palladium complexes were applied for direct arylation under aerobic conditions. The effects of the reaction conditions and ligand substitution on the catalytic activity were evaluated. Upon a low palladium loading of 0.5 mol %, the bulky palladium complex C6 was successfully used to catalyze the cross-coupling of a variety of five-membered heteroarenes and their benzo-condensed derivatives with (hetero)aryl bromides. The mechanistic investigation on the direct arylation supported the involvement of a Pd(0)/Pd(II) CMD process.

A General Suzuki-Miyaura Coupling of Aryl Chlorides with Potassium Aryltrifluoroborates in Water Catalyzed by an Efficient CPCy Phendole-phos-Palladium Complex

General examples of the palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl or heteroaryl chlorides with potassium aryl- or heteroaryltrifluoroborates in water are presented. The palladium complex comprising of palladium(II) acetate and 'CPCy Phendole-phos' is found to be a highly effective catalyst system for this coupling reaction with low catalyst loading (down to 0.005 mol% Pd).

Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis

Atom-efficient cross-coupling reactions of functionalized 2-bromo- and 2-iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields. Georg Thieme Verlag Stuttgart · New York.

Synthesis and structure-activity relationships of 5-phenylthiophenecarboxylic acid derivatives as antirheumatic agents

5-(Phenylthiophene)-3-carboxylic acid (2a), a metabolite of esonarimod (1), which was developed as a new antirheumatic drug, was considered as a lead compound for new antirheumatic drugs. A new series of 2a derivatives were synthesized and their characteristic pharmacological effects, that is their antagonistic effect toward interleukin (IL)-1 in mice and the suppressive effect against adjuvant-induced arthritis (AIA) in rats, were evaluated and compared with those of 1. The structure-activity relationships indicated that [5-(4-bromophenyl)-thiophen-3-yl]acetic acid (5d), methyl [5-(4-chlorophenyl)-thiophen-3-yl]acetate (5h), and methyl [5-(4-bromophenyl)-thiophen-3-yl]acetate (5i) suppressed AIA more potently than 1 and all of the other synthesized compounds.

Structure-activity relationships of novel anti-malarial agents part 8. Effect of different central aryls in biarylacryloylaminobenzophenones on antimalarial activity

Replacement of the 2,5-disubstituted furyl residue present in the known antimalarial agents 8 by other aryl residues resulted in a more or less reduced antimalarial activity in most cases. The only exemption was the 2,4-thienylene compound 11a displaying activity with an IC50 value of 120 nM. In conclusion, the 2,5-furylene compound 8e remains to represent the most active antimalarial agent in this series of farnesyltransferase inhibitors.