17336-65-1

Upstream product

• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1896-62-4 (E)-benzalacetone 
• 100-52-7 benzaldehyde 
• 108-86-1 bromobenzene 

Downstream Products

• 33866-97-6 4-Phenyl-4-(p-toluolsulfonsaeure)-2-butanon-p-toluolsulfonsaeurehydrazon 
• 33866-93-2 4-phenyl-4-(p-toluenesulfonyl)-2-butanone 
• 98-59-9 p-toluenesulfonyl chloride 
• 80491-23-2 4-((E)-Styryl)-[1,2,3]thiadiazole 
• 78875-64-6 5-(α-chlorobenzyl)-4-methyl-1,2,3-thiadiazole 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 69922-35-6 C₁₇H₂₀N₂O₂S 
• 202991-61-5 1-methyl-4-((4-phenylbut-3-en-2-yl)sulfonyl)benzene 
• 3347-62-4 5-methyl-3-phenyl-1H-pyrazole 

Relevant academic research and scientific papers

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Metal-free and highly regioselective synthesis of N-heteroaryl substituted pyrazoles from α,β-unsaturated N-tosylhydrazones and heteroaryl chlorides

A cascade cyclization/nucleophilic aromatic substitution (SNAr) reaction of α,β-unsaturated N-tosylhydrazones with N-heteroaryl chlorides was developed for the synthesis of N-heteroaryl pyrazole derivatives. This one-pot reaction provided bi(he

Palladium-Catalyzed Cleavage of α-Allenylic Aryl Ether toward Pyrazolemethylene-Substituted Phosphinyl Allenes and Their Transformations via Alkenyl C-P(O) Cleavage

A palladium-catalyzed two-component coupling of allenylphosphine oxides with conjugated N-tosylhydrazones is revealed. For the first time, the cleavage of α-allenylic aryl ether toward pyrazolemethylene-substituted phosphinyl allenes enabled facile synthesis of combined motifs with pyrazole and allene. Moreover, the obtained adducts could be easily transformed to potential bioactive multifunctionalized phosphinates via a novel alkenyl C-P(O) cleavage.

Palladium-catalyzed aerobic oxidative coupling of enantioenriched primary allylic amines with sulfonyl hydrazides leading to optically active allylic sulfones

A range of highly enantioenriched primary allylic amines underwent palladium-catalyzed oxidative coupling with sulfonyl hydrazides open to air at room temperature to give structurally diverse allylic sulfones in moderate to excellent yields with excellent retention of ee. This journal is the Partner Organisations 2014.

THE REACTION OF α,β-UNSATURATED p-TOSYLHYDRAZONES WITH SULPHUR CHLORIDES

α,β-Unsaturated p-tosylhydrazones react with tetravalent and divalent sulphur chlorides affording 1,2,3-thiadiazoles in good yields.The necessary methylene group adjacent to the C=N bond may be provided by electrophilic addition of a hydrogen chloride molecule.The major difference in the product distribution in the reactions of unsaturated and saturated p-tosylhydrazones with SOCl2, SCl2 or S2Cl2 is observed with substrates prepared from methyl ketones; on using SOCl2 a more favourable distribution of compounds derived from cyclization on the methyl group is obtained.