100990-33-8

Upstream product

• 4661-46-5 2-carboxybenzene diazonium chloride 
• 100990-03-2 2,3-Dimethyl-4-phenyl-2,5-dihydro-thiophene 
• 100990-25-8 2,3-Dimethyl-4-phenyl-tetrahydro-thiophene-3,4-diol 
• 2462-02-4 2-mercaptoacetophenone 
• 53392-49-7 phenacyl thioacetate 
• 632-16-6 2,3-dimethylthiophene 
• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 92802-34-1 3-(2-Oxo-2-phenyl-ethylsulfanyl)-butan-2-one 

Relevant academic research and scientific papers

Pd/C as a catalyst for completely regioselective c=h functionalization of thiophenes under mild conditions

The completely C3-selective arylation of thiophenes and benzo[b]thiophenes was achieved by using Pd/C as a heterogeneous catalyst without ligands or additives under mild reaction conditions. The practicability of this transformation is demonstrated by notable functional group tolerance and the insensitivity of the reaction to H2O and air. This method is also applicable to nitrogen- and oxygen-containing heterocycles, yielding the corresponding C2-arylated products. Three-phase tests along with Hg-poisoning and hot-filtration tests suggest that the catalytically active species is heterogeneous in nature. I+ can do better! Pd/C can be used without ligands or additives to catalyze the completely C3-selective arylation of diversely substituted thiophenes and benzo[b]thiophenes under mild reaction conditions. The physical nature of the catalytic species was investigated and the mechanism was studied. Relative rate data generated in a "robustness screen" were used to design a complex substrate that undergoes highly chemoselective sequential functionalization. Copyright

Oxidative biaryl coupling of thiophenes and thiazoles with arylboronic acids through palladium catalysis: Otherwise difficult C4-selective C-H arylation enabled by boronic acids

(Chemical Equation Presented) It adds up to 4! Thiophenes and thiazoles can be arylated in the 4- rather than the expected 5-position in a new C-H functionalization reaction (see scheme; TEMPO: 2,2,6,6-tetramethylpiperidine-N- oxyl). The boronic acid proved to be the key to achieving the otherwise difficult C4 selectivity. The method was applied to a concise synthesis of a key pharmacological structure with potential for treatment of Alzheimers disease.

A general catalyst for the β-selective C - H bond arylation of thiophenes with iodoarenes

Open access: The normally less-reactive β position of thiophenes was previously inaccessible to direct functionalization. However, the β selectivity observed with the catalytic system PdCl2/P{OCH(CF 3)2}3/Ag2CO3 in the arylation of thiophenes with iodoarenes (see scheme) is a remarkably general phenomenon applicable to unsubstituted, monosubstituted, and disubstituted thiophene derivatives, as well as thiophene-containing fused aromatic compounds.

Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates

An efficient synthetic method for the preparation of multisubstituted furans, thiophenes, and pyrroles using ynolates was developed. This novel formal [4 + 1] annulation by C2-C3 and C3-C4 bond formations Includes cycloaddition, cyclization, decarboxylati

PREPARATION OF 1-PHENYLTHIO-1,3-DIENES BY REACTION OF 2,5-DIHYDROTHIOPHENES WITH BENZYNE THROUGH FRAGMENTATION OF SULFONIUM YLIDE INTERMEDIATES

The reaction of a series of 2,5-dihydrothiophenes with benzyne, generated from 2-carboxybenzenediazonium chloride, affords 1-phenylthio-1,3-dienes in good yields through the fragmentation of sulfonium ylide intermediates.

GENERAL SYNTHESIS OF POLYSUBSTITUTED THIOPHENES FROM DIKETO SULFIDES

Treatment of diketo sulfides with a low-valent titanium reagent at 0 deg C (in two cases at room temperature) affords 3,4-dihydroxythiolanes in good yields.The acid-catalyzed (p-toluenesulfonic acid) dehydration of the latter compounds leads to the corres