97505-85-6

Upstream product

• 116632-48-5 2-phenyl-2,5-dihydro-pyrrole 
• 98-59-9 p-toluenesulfonyl chloride 
• 700-91-4 2-phenyl-1-pyrroline 
• 3042-22-6 2-phenyl-1H-pyrrole 
• 14371-10-9 (E)-3-phenylpropenal 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 70-55-3 toluene-4-sulfonamide 
• 850570-01-3 4-methyl-N-(1-phenylprop-2-yn-1-yl)-benzenesulfonamide 
• 50-00-0 formaldehyd 
• 160879-62-9 methyl 1-phenylprop-2-enyl carbonate 

Relevant academic research and scientific papers

Copper-catalyzed domino homologation and cycloisomerization reactions for 3-pyrroline synthesis

Copper bromide was found to be an efficient catalyst for a domino reaction sequence leading to 3-pyrrolines. The Cu(I)-catalyzed Crabbe reaction of propargyl sulfonamide and selective cycloisomerization of the allene intermediate were carried out using microwave irradiation conditions affording a wide range of 2-substituted- and 2,5-disubstituted-3-pyrrolines. Mechanistic studies of the reaction intermediates revealed two possible reaction pathways; both invoke the importance of vinyl copper intermediates.

An efficient, overall [4+1] cycloadditon of 1,3-dienes and nitrene precursors

Intermolecular cycloadditions of conjugated dienes and nitrene precursors usually produce aziridines. A generally useful method was lacking to directly provide the [4+1] cycloadducts, 3-pyrrolines. We have realized this transformation by using an uniquely active catalyst, copper(II) 1,1,1,5,5,5-hexafluoroacetylacetonate ([Cu(hfacac)2]). The method is applicable to a wide array of dienes with good yields. When 1,4-disubsituted dienes are used as substrates, good-to-excellent cis or trans selectivity can be obtained. Interestingly, the cis or trans preference depends on the nature of the substituents, rather than diene geometry. Mechanistic studies reveal that the [4+1] cycloaddition proceeds through diene aziridination and subsequent ring expansion. Among common copper catalysts, only [Cu(hfacac)2] can efficiently catalyze both steps, which explains the unique efficiency of the catalyst.

Regioselective Rh-catalyzed Allylic Amination/Ring-closing Metathesis Approach to Monocyclic Azacycles: Diastereospecific Construction of 2,5-disubstituted Pyrrolines

(Matrix presented) Regioselective rhodium-catalyzed allylic amination followed by ring-closing metathesis, using the Grubbs' catalyst, provides an expeditious route to monosubstituted azacycles. The enantiomerically enriched allylamine 1 can also be resub

Ring Opening and Isomerisation of Δ1-Pyrrolinium Salts

Alkaline hydrolysis of 2-methyl-Δ1-pyrrolinium salts leads to ω-aminopentanone derivatives and the Δ2-pyrroline 4c.Isomerisation of 2-phenyl-Δ1-pyrroline to the Δ2- and Δ3-derivatives is observed when