33866-93-2

Upstream product

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1504566-50-0 (Z)-ethyl 2-(2-tosylhydrazono)acetate 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 33604-67-0 (4-methylphenyl)azo 4-methylphenyl sulfone 
• 1896-62-4 (E)-benzalacetone 
• 17336-65-1 4-phenylbut-3-en-2-one p-tosylhydrazone 
• 536-57-2 p-toluene sulfinic acid 

Downstream Products

• 33866-97-6 4-Phenyl-4-(p-toluolsulfonsaeure)-2-butanon-p-toluolsulfonsaeurehydrazon 
• 67-66-3 chloroform 
• 94709-26-9 3-phenyl-3-(toluene-4-sulfonyl)-propionic acid 

Relevant academic research and scientific papers

Ethyl glyoxylate N -tosylhydrazone as sulfonyl-transfer reagent in base-catalyzed sulfa-Michael reactions

Ethyl glyoxylate N-tosylhydrazone has been identified as an excellent sulfonyl anion surrogate in the DBU-catalyzed conjugate addition reaction with enones and enals for the synthesis of functionalized sulfones. The reaction proceeds under base-catalyzed conditions and provides a direct access to γ-keto- and γ-hydroxy sulfones in a simple and reliable way through a sulfa-Michael reaction that proceeds with high yield and chemoselectivity.

Enantioselective sulfonation of enones with sulfonyl imines by cooperative N-heterocyclic-carbene/thiourea/tertiary-amine multicatalysis

Many hands make light work: In an organocatalytic asymmetric sulfonation of enones, the activation of a sulfonyl imine by an N-heterocyclic carbene (NHC) catalyst led to the release of a sulfinic anion, which underwent nucleophilic addition to the enone. The enantioselectivity of the process was controlled by a chiral thiourea/amine co-catalyst through anion recognition and hydrogen-bonding interactions. Tol=p-tolyl. Copyright

FeCl3ATMSCl: An effective catalytic system for the conjugate addition of sodium p-toluenesulfinate to αβ-enones

A new protocol for the β-sulfonation of αβ-unsaturated carbonyl compounds is described. The method employs FeCl3 as catalyst and TMSC1 as additive for conjugate addition of sodiump-toluenesulfinate to enones.

REACTIONS OF ARYLAZO ARYL SULFONES WITH α,β-UNSATURATED ESTERS AND KETONES CATALYZED BY PALLADIUM(0) COMPLEX

The palladium(0) catalyzed reactions of arylazo aryl sulfones (1) with α,β-unsaturated esters in benzene give aryl-substituted esters as major products and hydroarylated esters as minor products.The reactions of 1 with acyclic α,β-unsaturated ketones give considerable amounts of hydroarylated ketones and aryl-substituted ketones under similar conditions, whereas the reactions of 1 with cyclic α,β-unsaturated ketones afforded selectively hydroarylated compounds and no formation of aryl-substituted ketones was found.A plausible reaction mechanism is proposed.Key words: Arylazo aryl sulfones; palladium(0) catalyst; arylation; α,β-unsaturated carbonyl compounds; diarylpalladiumII) intermediate; catalytic cycle.