35746-37-3

Upstream product

• 128942-55-2 N-(4-hydroxy-3-methoxybenzyl)-N-methylaminoacetophenone 
• 75-36-5 acetyl chloride 
• 98-88-4 benzoyl chloride 
• 6343-27-7 1-benzoylpyrrolidine-2,5-dione 
• 127-19-5 N,N-dimethyl acetamide 
• 70-11-1 α-bromoacetophenone 
• 76467-34-0 hydrobromide salts of N-methylphenacylamine 
• 71-43-2 benzene 
• 35534-19-1 2-(methylamino)-1-phenylethan-1-one 
• 108-24-7 acetic anhydride 
• 33350-26-4 2-(N-benzyl-N-methylamino)acetophenone 
• 102436-67-9 2-acetophenone 
• 65763-35-1 N-(2-Chlorbenzyl)-N-methyl-aminoacetophenon 

Downstream Products

• 57052-65-0 2,2,2-trifluoro-N-methyl-N-(2-oxo-2-phenylethyl)acetamide 

Relevant academic research and scientific papers

Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis

The utilizations of omnipresent, thermodynamically stable amides and aliphatic C(sp3)?H bonds for various functionalizations are ongoing challenges in catalysis. In particular, the direct coupling between the two functional groups has not been realized. Here, we report the synergistic activation of the two challenging bonds, the amide C?N and unactivated aliphatic C(sp3)?H, via metallaphotoredox catalysis to directly acylate aliphatic C?H bonds utilizing amides as stable and readily accessible acyl surrogates. N-acylsuccinimides served as efficient acyl reagents for the streamlined synthesis of synthetically useful ketones from simple C(sp3)?H substrates. Detailed mechanistic investigations using both computational and experimental mechanistic studies were performed to construct a detailed and complete catalytic cycle. The origin of the superior reactivity of the N-acylsuccinimides over other more reactive acyl sources such as acyl chlorides was found to be an uncommon reaction pathway which commences with C?H activation prior to oxidative addition of the acyl substrate.

Conformational control ofN-methyl-N,N'-diacylhydrazines by noncovalent carbon bonding in solution

In recent years, some X-ray structural and computational evidence has emerged for noncovalent carbon bonding (C-bond). However, evidence of C-bonds in solution is limited. Herein, from the conformational analyses of strategically designedN-methyl-N,N'-dia

Superelectrophilic chemistry of amino-nitriles and related substrates

The superacid-promoted Houben/Hoesch reactions of amino-nitriles and related compounds have been studied. The nitriles form dicationic electrophiles and react with benzene in fair to good yields (12-95%). The intermediate iminium ions may also be reduced to the benzylic amines by NaBH4 or H 2.

Solid-phase synthesis of N-alkyl-N-(β-keto)amides and 1,2,4,5-tetrasubstituted imidazoles using a traceless cleavage strategy

(matrix presented) The solid-phase synthesis of N-alkyl-N-(β-keto)amides and 1,2,4,5-tetrasubstituted imidazoles was demonstrated using a traceless cleavage strategy based on benzylic acylammonium chloride reactivity. The approach enables the assembly of diverse compounds in a minimal number of steps in moderate to excellent yield (23-88%) and high purity (64-100%).

Reactivity of benzylic acylammonium chlorides. A novel method for the synthesis of N-phenacylamides

Tertiary amines 1 reacted with acid chlorides 2 to give corresponding benzyl chlorides and N-phenacylamides 4. Counterion in species 3 attacked preferentially the benzylic methylene. Effect of substituents in the benzyl group on the reactivity of acylammo