127047-19-2

Upstream product

• 100-66-3 methoxybenzene 
• 5390-04-5 pent-1-yn-5-ol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 194805-62-4 methyl-4-bromo-pent-4-enoate 
• 97024-55-0 Methyl-<4-(4-methoxy-phenyl)-pent-4-enoat> 
• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 398142-14-8 4-(4-methoxy-phenyl)-4-pentenoic acid 
• 821-09-0 n-Pent-4-enyl alcohol 
• 696-62-8 para-iodoanisole 

Downstream Products

• 1304754-11-7 4-nitro-N-(4-(4-methoxyphenyl)-4-pentenyl)benzenesulfonamide 
• 1304754-88-8 (R)-2-(bromomethyl)-2-(4-methoxyphenyl)-1-(4-nitrophenylsulfonyl)pyrrolidine 

Relevant academic research and scientific papers

Trichloromethylative Olefin Cycloamination by Photoredox Catalysis

The trichloromethyl group is an important functionality. It is a useful synthetic moiety and appears in the structures of natural and biologically active compounds; hence, developing synthetic methods for its introduction into structural motifs is an important objective. Herein, we report an efficient chemistry for the trichloromethylations and cycloaminations of olefin. These reactions are realized in a single step and triggered by the addition of the trichloromethyl radical, generated from bromotrichloromethane by photoredox catalysis, to a double bond, with the resulting intermediate trapped through intramolecular reaction with an amino group. This process facilitates the construction of N-heterocycles having trichloromethyl units and tetrasubstituted carbons from simple compounds under mild conditions.

Cobalt-catalyzed oxidative cyclization of gem-disubstituted conjugated alkenols

Aryl gem-disubstituted conjugated alkenols underwent oxidative cyclization affording 2,5,5-trisubstituted tetrahydrofurans in reasonable yields and good diastereoselectivities using the reductive termination variation of the Mukaiyama aerobic oxidative reaction. Under oxidative termination, the same alkenols produced diols and ketonic by-products via the double hydration and beta-scission competing pathways. Furthermore, the differences in alkenol reactivity under the reductive and oxidative termination conditions were investigated.

Homohalocyclization: Electrophilic Bromine-Induced Cyclizations of Cyclopropanes

An efficient method for the halocyclization of cyclopropanes has been developed. The cyclopropanes undergo a 1,3-addition reaction to form homohalocyclization products compared to conventional alkene halocyclizations. The reaction can be induced by variou

Enantioselective bromoaminocyclization using amino-thiocarbamate catalysts

A facile and efficient enantioselective bromoaminocyclization of unsaturated sulfonamides has been developed using an amino-thiocarbamate catalyst. A range of enantioenriched pyrrolidines were prepared with up to 99% yield and 99% ee. The corresponding lactams could be obtained through oxidation of the pyrrolidines.

Rhodium-catalyzed intramolecular, anti-Markovnikov hydroamination. Synthesis of 3-arylpiperidines

The intramolecular anti-Markovnikov hydroamination of 1-(3-aminopropyl)vinylarenes in the presence of a readily available rhodium catalyst to form 3-arylpiperidines is reported. In contrast to intermolecular hydroamination of vinylarenes, which occurred in high yields in the presence of rhodium catalysts containing DPEphos, the intramolecular reaction occurred in high yield in the presence of [Rh(COD)(DPPB)]BF4 as catalyst. Reactants with substituents β to the nitrogen occurred in high yield, and these reactions formed 3,5-disubstituted piperidines with high diastereomeric excess. The regiochemistry of these cyclizations contrasts with the regiochemistry of intramolecular hydroaminations catalyzed by lanthanide complexes, group III metal complexes, and platinum complexes, all of which have been reported to form cyclization products from Markovnikov addition. Copyright

Synthesis of aryl-substituted aldehydes and ketones via palladium-catalyzed coupling of aryl halides and non-allylic unsaturated alcohols

The palladium-catalyzed coupling of aryl halides and non-allylic unsaturated alcohols affords excellent yields of aryl-substituted aldehydes and ketones.