39911-06-3

Usage

Uses

Used in Pharmaceutical Research:
2'-(1-Piperidinyl)acetophenone is used as a building block for the development of various drugs and compounds due to its unique chemical structure and potential pharmacological activities.
Used in Organic Synthesis:
2'-(1-Piperidinyl)acetophenone is used as a key intermediate in the synthesis of complex organic molecules, contributing to the advancement of chemical research and the development of new materials.
Used in Neurotransmitter Receptor Interaction:
2'-(1-Piperidinyl)acetophenone is used as a research tool to study its interaction with neurotransmitter receptors, which may provide insights into its potential as an analgesic or sedative.
Used in Neurological Disorder Treatment:
2'-(1-Piperidinyl)acetophenone is used as a subject of investigation for its potential role in the treatment of various neurological disorders, although further research is required to fully understand its therapeutic applications.

Upstream product

• 110-89-4 piperidine 
• 445-27-2 2'-Fluoroacetophenone 
• 2156-71-0 N-chloropiperidine 
• 3376-33-8 O-methyl acetophenone oxime 
• 1352619-50-1 C₁₄H₂₀N₂O 
• 98-86-2 acetophenone 

Downstream Products

• 149704-67-6 2'-(4-Hydroxypiperidino)acetophenon 
• 117607-69-9 2-{1'-[2'-(piperidin-1''-yl)phenyl]ethylidene}propanedinitrile 
• 78648-37-0 1-(2-Piperidinophenyl)-ethanol 
• 70243-93-5 3,4,4a,5-tetrahydro-1H-pyrido[1,2-a]quinolin-6(2H)-one 
• 70243-94-6 1-(2-acetylphenyl)piperidin-2-one 

Relevant academic research and scientific papers

Diastereoselective synthesis of dihydro-quinolin-4-ones by a borane-catalyzed redox-neutral endo-1,7-hydride shift

The borane-catalyzed synthesis of dihydroquinoline-4-ones is developed. The amino-substituted chalcones undergo a 1,7-hydride shift upon Lewis acid activation to form a zwitterionic iminium enolate, which collapses to the dihydroquinoline-4-one scaffold.

A novel and unusual method for C[sbnd]N bond formation between benzene ring and various amines

A new approach to form C[sbnd]N bond without metal catalysis was developed. 4-acetylbenzoyl isocyanate reacted with various amines through a mild method to form C[sbnd]N bond. This reaction was amenable to scale-up and it afforded the corresponding products with good to excellent yields and tolerates a wide range of functional groups.

Achieving Site Selectivity in Metal-Catalyzed Electron-Rich Carbene Transfer Reactions from N-Tosylhydrazones

Catalyst control of the site-selectivity of electron-rich alkyl, aryl disubstituted carbenes generated in situ from o-alkenyl-substituted N-tosylhydrazones was achieved in this study. Exposure of these substrates to copper iodide triggered the formation of α-alkoxy 2H-naphthalenones. This investigation established that changing the catalyst to a rhodium(II) carboxylate turned off cyclization and migration of the electron-rich metal carbene with the β-carboxylate and turned on allylic C-H bond functionalization to diastereoselectively afford 1H-indenes. Examination of the scope of this reaction revealed that ethereal, aminomethylene, and unactivated 2° C-H bonds could be functionalized.

Versatile synthesis of novel tetrahydroquinolines as potentially active semicarbazide-sensitive amine oxidase (SSAO) inhibitors via tert-Amino effect

Several aminomethyl tetrahydroquinoline derivatives were synthesized in a facile three-ste procedure, in order to develop a semicarbazide-sensitive amine oxidase (SSAO) inhibitor library as proved by in vitro test on rat aorta microsomal fraction. The eff

Unprecedented construction of C=C double bonds via Ir-catalyzed dehydrogenative and dehydrative cross-couplings

Unprecedented constructions of C=C double bonds have been achieved by Ir-catalyzed intramolecular dehydrogenative and dehydrative cross-coupling of tertiary amines and ketones. The reactions are proposed to proceed via an Ir-mediated C-H activation mechan

Rhodium(III)-catalyzed intermolecular direct amination of aromatic C-H bonds with N-chloroamines

A Rh(III)-catalyzed direct aromatic C-H amination is achieved using N-chloroamines as a reagent. Furthermore, we also developed a one-pot amination protocol involving in situ chlorination of the secondary amines. The catalytic amination operates at mild conditions with excellent functional group tolerance and regioselectivity.

Participation of electrophilic groups with the dehydrogenation of 4-substituted piperidines

Dehydrogenation of 2-(1-piperidinyl)-benzaldehydes 1-3 using mercury(II)-EDTA generated the lactams 4-6, indicating a reversible reaction of a carbinolamine intermediate with the formyl group. The yields and oxidation rates decreased by 4-substitution in the piperidine moiety. The 2-(1-piperidinyl)-acetophenones 11, 16-19 showed a similar behavior with mercury(II)-EDTA but gave rise to a product pattern. The trans-benzoquinolizidones 12, 20, 23, 26, 29 resulted from the cyclic iminium compounds reacting with the acetyl group as nucleophile. By another oxidation these species were partially transformed to the quinolinones 13, 21, 24, 27, 30. An intermediate electrophilic neighboring of the carbonyl group with the cyclic hemiaminals led finally to the lactams 14, 22, 25, 28, 31. Mechanisms for the reactions are proposed.