65426-50-8

Upstream product

• 108123-15-5 4-methoxy-3-(toluene-4-sulfonyl)-toluene 
• 3899-96-5 4-methylphenyl tosylate 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 7134-06-7 4-hydroxy-toluene-3-sulfonic acid 
• 108-88-3 toluene 
• 106-44-5 p-cresol 
• 104-15-4 toluene-4-sulfonic acid 
• 88040-86-2 2-methoxy-5-methylbenzene sulfonyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 108123-15-5 4-methoxy-3-(toluene-4-sulfonyl)-toluene 

Relevant academic research and scientific papers

Graphite/methanesulfonic acid (GMA) as a new reagent for sulfonylation of phenols and thia-Fries rearrangement of aryl sulfonates to sulfonylphenols

A new facile method for direct sulfonylation of phenols was developed. Graphite in methanesulfonic acid (GMA) was used to prepare sulfonylphenols by sulfonylation of phenol and naphthalene derivatives with p-toluenesulfonic acid (=4-methylbenzenesulfonic acid) (Table 1) and the thia-Fries rearrangement of aryl sulfonates (Table 4). Mechanistic studies showed that the sulfonylation reaction of phenols in GMA occurred through an initial sulfonate formation followed by a thia-Fries rearrangement of the aryl sulfonate by an intermolecular mechanism (Scheme 3).

Al2O3/MeSO3H (AMA) as a new reagent for the thia-Fries rearrangement of arylsulfonates to hydroxyaryl sulfones

A new facile method for thia-Fries rearrangement of arylsulfonates has been developed. A variety of arylsulfonates rearrange in excellent yields in the presence of Al2O3/MeSO3H as a new reagent without the use of any solve

Fries rearrangement of arylsulfonates and sulfonanilides under microwave irradiation

Fries rearrangements of arylsulfonates and sulfonanilides under microwave irradiation afforded hydroxy and aminoaryl sulfones respectively in very short times and in excellent yields. The conversion showed high selectivity to produce 2- and 4- hydroxyaryl sulfones as the major and minor products respectively from arylsulfonates and 2-aminoaryl sulfones exclusively from aryl sulfonanilides.

Thia-Fries rearrangement of aryl sulfonates in dry media under microwave activation

An AlCl3-ZnCl2 mixture supported on silica gel is found to be a new efficient medium for the thia-Fries rearrangement of aryl sulfonates in solvent-free conditions under microwave dielectric heating. (C) 2000 Elsevier Science Ltd.