101294-01-3

Upstream product

• 61341-03-5 N-(toluene-4-sulfonyl)-β-alanyl chloride 
• 71-43-2 benzene 
• 98-59-9 p-toluenesulfonyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 93-55-0 1-phenyl-propan-1-one 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 613-91-2 acetophenone oxime 
• 57957-24-1 N-(1-phenylvinyl)acetamide 
• 941-55-9 4-toluenesulfonyl azide 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 143632-57-9 N-(toluenesulfonyl)-4-phenylpiperidine 
• 80213-12-3 1-[(4-methylbenzene)-sulfonyl]-4-piperidinol 
• 93950-92-6 4-phenyl-1-(toluene-4-sulfonyl)-piperidine-3,4-diol 
• 886198-36-3 C₁₇H₁₇NO₄S 

Downstream Products

• 158867-57-3 N-(3-hydroxy-3-phenylpropyl)-4-methyl-benzenesulfonamide 
• 1417578-56-3 (E)-N-(4-bromobut-2-en-1-yl)-4-methyl-N-(3-oxo-3-phenylpropyl)benzenesulfonamide 
• 158867-55-1 (2R,4aS,5aS,8R,9aR,9bR)-1-perhydro-2,8-diphenyl-2H,5H,8H-bis<1,3>dioxino<5,4-b:4',5'-d>pyrrolidine 
• 158867-56-2 dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate 
• 158867-59-5 2-(trimethylsilyl)ethyl N-(3-hydroxy-3-phenylpropyl)-N-tosylglycinate 
• 158867-60-8 2-(trimethylsilyl)ethyl N-(2-benzoylethyl)-N-tosylglycinate 
• 158867-54-0 (2S,5S)-1--2,5-dimethylpyrrolidine 
• 158867-61-9 N-(2-benzoylethyl)-N-tosylglycine 

Relevant academic research and scientific papers

Copper(II) acetate catalysed ring-opening cross-coupling of cyclopropanols with sulfonyl azides

A copper(ii) acetate catalyzed ring-opening cross-coupling of cyclopropanol with sulfonyl azide has been developed. By this method, various β-amino ketones have been made efficiently in medium to high yields and venerable functional groups such as benzylic C-H, alkyl and aryl bromides, alkyl sulfonate, silyl ether and alkene are compatible with these reaction conditions. Control experiments have precluded the involvement of both radical and simple copper nitrene intermediates and a possible mechanism featuring key steps of ring-opening metalation and alkyl group migratory insertion into copper nitrene has been proposed.

Bi(OTf)3-catalyed One-pot Synthesis of α-Halo-β-amino Ketones and Acyl Aziridines from 3-Aryl Propargyl Alcohols

A Bi(OTf)3-catalyed reaction of 3-aryl propargyl alcohols with sulfonamide and halogen source was firstly investigated, which provided a facile route for the synthesis of a large variety of α-halo-β-amino ketones. The key intermediates, β-amino

Merging alkenyl C-H activation with the ring-opening of 1,2-oxazetidines: Ruthenium-catalyzed aminomethylation of enamides

1,2-Oxazetidines have been utilized as formaldimine precursors for the direct aminomethylation of enamides under a Ru(ii) species. By merging alkenyl C-H activation with ring-opening of 1,2-oxazetidines, this efficient protocol provides a facile and novel

Fe(OTf)3-catalyzed tandem Meyer-Schuster rearrangement/intermolecular hydroamination of 3-aryl propargyl alcohols for the synthesis of acyclic β-Aminoketones

Fe(OTf)3-catalyzed synthesis of acyclic β-aminoketones from 3-aryl propargyl alcohols and nitrogen nucleophiles were investigated. Results showed that propargyl alcohols without bulky groups α to the hydroxyl group underwent the transformation smoothly. Sulphonamides exhibited the higher reactivity than amides as the nitrogen nucleophiles and the transformation of acyclic β-aminoketones were finished in shorter reaction time and higher yields. Finally, racemic fluoxetine was efficiently accessed with the present reaction as the first step. This novel synthesis of acyclic β-aminoketones probable proceeded a Fe(OTf)3-catalyzed Meyer-Schuster rearrangement of 3-aryl propargyl alcohols, followed by a intermolecular hydroamination between nitrogen nucleophiles and α, β-unsaturated ketones.

Preparation method of beta-aminoketone

The invention discloses a preparation method of beta-aminoketone. According to the preparation method, aromatic ring substituted propargyl alcohol and amide are taken as raw materials, and tandem Meyer-Schuster rearrangement reaction and intermolecular amine hydrogenation addition reaction are performed by the action of acid, so that one-pot synthesis of beta-aminoketone is achieved. The maximum output of the preparation method of beta-aminoketone can reach 94%; the method has the advantages of simplicity in operation, 100% atom use ratio, economy and the like; and a novel synthesis method is provided for constructing beta-aminoketone compounds.

Cu-catalyzed sequential dehydrogenation-conjugate addition for β-functionalization of saturated ketones: Scope and mechanism

The first copper-catalyzed direct β-functionalization of saturated ketones is reported. This protocol enables diverse ketones to couple with a wide range of nitrogen, oxygen and carbon nucleophiles in generally good yields under operationally simple conditions. The detailed mechanistic studies including kinetic studies, KIE measurements, identification of reaction intermediates, EPR and UV-visible experiments were conducted, which reveal that this reaction proceeds via a novel radical-based dehydrogenation to enone and subsequent conjugate addition sequence.

CAN-mediated oxidative cleavage of 4-aryl-3,4-dihydroxypiperidines

A CAN-mediated oxidative cleavage of 4-aryl-3,4-dihydroxypiperidines 2Aa-Be to β-amino carbonyl compounds 3Aa-Be and 4Aa-Be in different ratios is described. This facile strategy was also used to synthesize racemic fluoxetine (5).