Synthesis of aryl sulfones

H2O2 - Urea/Phthalic Anhydride System - Convenient Reagent for the Mild and Efficient Preparation of Sulfones from Organic Sulfides

“…UHP was prepared according to literature procedure [6], all other reagents are commercially available and were used without purification. [12] 124(123) [13] 144(143) [14] > 325 dec. Oxidation of Organic sulfides (General Procedure) UHP (10mrnol) is introduced to the solution of the phthalic anhydride (5 mmol) in acetonitrile (5 ml) and the resulting suspension is mixed at room temperature for 0.5 -2 h. The substrate 1 (2.5 mmol for dialkyland 1.25 mmol for alkyl-aryl-or diaryl-sulfides) is then added with stirring. The progress of the reaction is followed by TLC (silica gel, hexan-acetone 3 : 1).…”

Cross‐Linking of Sulfonated Poly(ether ether ketone) by Thermal Treatment: How Does the Reaction Occur?

“…Another possibility for the preparation of aryl sulfones by heating aryl sulfonic acid in the presence of aryl compounds was reported long time ago [42] and reviewed in the following years [43]. It was postulated that this reaction occurs via the formation of aromatic sulfonic anhydrides that evolve to the electrophilic species by heat treatment [44].…”

Polystyrene Supported Al(OTf)3: a Stable, Efficient, Selective, and Reusable Catalyst for Sulfonylation of Arenes with Sulfonic Acids

“…6,7 Aryl sulfones have been prepared by Friedel-Crafts sulfonylation of arenes using sulfonyl chlorides [8][9][10][11][12][13][14][15][16][17][18][19][20][21] or by the condensation of arenes with sulfonic acids. [22][23][24][25][26][27][28][29][30] The later method has the following advantages: more availability of starting materials (sulfonic acids are common precursors of sulfonyl chlorides), the reaction produces water as the only by-product, which meets recent requirement for environmentally benign processes, and the products are purer and the isolation of products is simple with no need of acid removal. However, only a few studies on the use of sulfonic acids as sulfonylating agents have been reported and many of these procedures are not quite successful as practical and general synthetic methods.…”

“…For instance, Graybill reported polyphosphoric acid as a catalyst for the direct sulfonylation of arenes. 22 However, polyphosphoric acid is a viscous liquid and is not easy to handle and the reaction suffers from low yields and long reactions times. MeSO3H/P2O5 (as dehydrating agent) has been studied for the synthesis of sulfones using sulfonic acids.…”