1245741-99-4

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 81097-24-7 N-tosyl-(4-pentenyl)amine 
• 1310050-86-2 (4-methoxyphenyl)-[1-(p-toluenesulfonyl)pyrrol-2-yl]methanol 
• 17639-64-4 N-p-toluenesulfonylpyrrole 
• 100-09-4 4-methoxybenzoic acid 
• 1442433-54-6 (E)-5-(4-methoxyphenyl)pent-4-en-1-amine 
• 98-59-9 p-toluenesulfonyl chloride 
• 1442433-66-0 (E)-N-(5-(4-methoxyphenyl)pent-4-en-1-yl)-4-methylbenzenesulfonamide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 66107-29-7 4-methoxyphenyl triflate 
• 64818-35-5 4-pentenyl mesylate 
• 696-62-8 para-iodoanisole 
• 821-09-0 n-Pent-4-enyl alcohol 

Relevant academic research and scientific papers

Gold(I)/Gold(III) Catalysis that Merges Oxidative Addition and π-Alkene Activation

Heteroarylation of alkenes with aryl iodides was efficiently achieved with a (MeDalphos)AuCl complex through AuI/AuIII catalysis. The possibility to combine oxidative addition of aryl iodides and π-activation of alkenes at gold is demonstrated for the first time. The reaction is robust and general (>30 examples including internal alkenes, 5-, 6-, and 7-membered rings). It is regioselective and leads exclusively to trans addition products. The (P,N) gold complex is most efficient with electron-rich aryl substrates, which are troublesome with alternative photoredox/oxidative approaches. In addition, it provides a very unusual switch in regioselectivity from 5-exo to 6-endo cyclization between the Z and E isomers of internal alkenols.

DIRECT ANTI-MARKOVNIKOV ADDITION OF ACIDS TO ALKENES

A method of making an anti-Markovnikov addition product, comprises reacting an acid with an alkene or alkyne in a dual catalyst reaction system to the exclusion of oxygen to produce said anti-Markovnikov addition product; the dual catalyst reaction system comprising a single electron oxidation catalyst in combination with a hydrogen atom donor catalyst. Dual catalyst composition useful for carrying out such methods are also described.

Palladium-Catalyzed Alkene Carboamination Reactions of Electron-Poor Nitrogen Nucleophiles

Modified reaction conditions that facilitate Pd-catalyzed alkene carboamination reactions of electron-deficient nitrogen nucleophiles are reported. Pent-4-enylamine derivatives bearing N-tosyl or N-trifluoroacetyl groups are coupled with aryl triflates to

Anti-markovnikov hydroamination of alkenes catalyzed by an organic photoredox system

Herein we report a metal-free method for the direct anti-Markovnikov hydroamination of unsaturated amines. Irradiation of the amine substrates with visible light in the presence of catalytic quantities of easily synthesized 9-mesityl-10-methylacridinium t

Chemoselective reduction of 2-acyl-N-sulfonylpyrroles: Synthesis of 3-pyrrolines and 2-alkylpyrroles

The partial reduction of pyrroles is not a common practice even though it offers a potential route to pyrroline building blocks, commonly used for synthesis. We have investigated the reduction of 2-acyl-N-sulfonylpyrroles and by varying the hydride source

Gold-catalyzed intramolecular aminoarylation of alkenes: C-C bond formation through bimolecular reductive elimination

(Chemical equation presented) Gold-ilocks and the 3 mol% catalyst: Bimetallic gold bromides allow the room temperature aminoarylation of unactivated terminal olefins with aryl boronic acids using Selectfluor as an oxidant. A catalytic cycle involving gold (I)/gold(III) and a bimolecular reductive elimination for the key C-C bond-forming step is proposed, dppm= bis(diphenylphosphanyl) methane.