5402-75-5

Upstream product

• 527-72-0 2-thiophenylcarboxylic acid 
• 106-44-5 p-cresol 
• 30930-49-5 bis(2-thiophenecarbonyl) peroxide 
• 108-88-3 toluene 
• 91059-63-1 4-nitrophenyl 2-thiophenecarboxylic acid ester 
• 1292766-17-6 copper(I) thiophene-2-carboxylate 
• 99-94-5 p-Toluic acid 
• 98-03-3 thiophene-2-carbaldehyde 
• 5720-05-8 4-methylphenylboronic acid 
• 5271-67-0 2-Thiophenecarbonyl chloride 

Downstream Products

• 106-44-5 p-cresol 
• 97035-12-6 C₁₄H₁₃NO₃S 
• 97048-95-8 (2-Hydroxy-5-methyl-phenyl)-thiophen-2-yl-methanone oxime 
• 38281-81-1 5-methyl-2-hydroxyphenyl-2-thienylmethanone 

Relevant academic research and scientific papers

Decarboxylative Hydroxylation of Benzoic Acids

Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.

Reactions of aryl 5-substituted-2-thiophenecarboxylates promoted by 4-Z-C6H4O-/4-Z-C6H4OH in 20 mol % DMSO(aq). Effect of nucleophile on acyl-transfer reaction

Nucleophilic substitution reactions of 5-XC4H2(S)C(O)OC6H3-2-Y-4-NO2 (1) promoted by 4-Z-C6H4O-/4-Z-C6H4OH in 20 mol % dimethyl sulfoxide (DMSO)(aq) have been studied kinetically. The reactions exhibited second-order kinetics with βacyl = -2.52 to -2.83, ρ(x) = 2.81-3.16, βnuc = 0.88-0.04 and βlg = -0.94, respectively. The results have been interpreted with an addition-elimination mechanism in which the nucleophilic attack occurs in the rate-determining step. Comparison with existing data reveals that the ratedetermining step changes from the second to the first step by the change in the nucleophile from R2NH/R2NH2+ to 4-Z-C6H4O-/4-Z-C6H4OH.

N-heterocyclic carbenes: IX. Oxidative esterification of aromatic aldehydes with arylboronic acids catalyzed by N-heterocyclic carbenes

Aromatic aldehydes reacted with arylboronic acids under catalysis by N-heterocyclic carbene and oxic conditions to produce phenol esters.

Determination of aromaticity indices of thiophene and furan by nuclear magnetic resonance spectroscopic analysis of their phenyl esters

A series of m- and p-substituted phenyl benzoates, 2-thienoates, and 2-furoates were prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shift values of protons and carbons of the acyl aromatic rings and the Hammett σ. Plots of the chemical shift values of the carbonyl carbons of the benzoates against those of the 2-thienoates and 2-furoates gave an excellent correlation and the values of the slopes are 0.85 and 0.75, respectively, in dimethyl sulfoxide-d6 and 0.90 and 0.78, respectively, in chloroform-d. The values could be considered as a set of aromaticity indices.

A facile synthesis of 3-phenyl-4-(2-thienyl/2-furyl)- and 3,4-di(2-thienyl)coumarins by phase transfer catalysis method

Synthesis and characterization of 3-phenyl-4-(2-thienyl)coumarins, 4-(2-furyl)-3-phenylcoumarins and 3,4-di(2-thienyl)coumarins have been reported by phase transfer catalysis method in 75% yields. This method involves condensation of appropriate 2-thienyl

The Role of Aroyloxyl Radicals in the Formation of Solvent-derived Products in Photodecomposition of Diaroyl Peroxides. The Reactivity of Substituted Cyclohexadienyl Radicals and Intermediacy of ipso Intermediates

Photolyses of bis(2-thiophenecarbonyl)peroxide (TPO) in benzene and toluene afforded, among free-radical products, biphenyl and dimethylbiphenyls, respectively, which were solely derived from the aromatic solvents.The yields of biphenyls depended upon the rate with which the radical intermediates were generated from the peroxides in sufficiently high concentrations for their dimerization.Photolyses of TPO and dibenzoyl peroxide in 1,3,5-trimethylbenzene afforded also a solvent-derived products, 2,3',4,5',6-pentamethyldiphenylmethane.Its formation provides clear evidence for participation of cyclohexadienyl radicals bearing the aroyloxyl group on the methyl-substituted ipso carbon atom.