321534-83-2

Upstream product

• 766-97-2 4-n-methylphenylacetylene 
• 118520-72-2 methyl 2-[(4-methylphenyl)ethynyl]benzoate 
• 17763-70-1 methyl 2-(trifluoromethylsulfonyloxy)benzoate 
• 60494-73-7 (2-methoxycarbonylbenzyl)triphenylphosphonium bromide 

Downstream Products

• 1361131-94-3 C₁₆H₁₈O 
• 1361132-13-9 1',3'-dimethyl-3-p-tolyl-3,4-dihydro-1H,1'H-spiro[naphthalene-2,5'-pyrimidine]-2',4',6'(3'H)-trione 
• 1361131-95-4 2-(4-methylphenethyl)benzaldehyde 
• 1361132-04-8 C₂₂H₂₂N₂O₃ 
• 1363394-45-9 3-p-tolyl-2-tosyl-1,2,3,4-tetrahydroisoquinoline 
• 86693-59-6 2-(4-methylphenethyl)benzoic acid 

Relevant academic research and scientific papers

Concise route to 3-arylisoquinoline skeleton by lewis acid catalyzed c(sp3)-h bond functionalization and its application to formal synthesis of (±)-Tetrahydropalmatine

An expeditious route to furnish an isoquinoline skeleton via hydride shift mediated C-H bond functionalization was developed. In this process, an unusual [1,5]-H shift without the assistance of the adjacent heteroatom took place to produce tetrahydroisoquinoline derivatives in good to excellent chemical yields. The formal synthesis of (±)-tetrahydropalmatine was achieved by exploiting this new transformation.

Rapid access to 3-aryltetralin skeleton via C(sp3)-H bond functionalization: Investigation on the substituent effect of aromatic ring adjacent to C-H bond in hydride shift/cyclization sequence

The concise construction of 3-aryltetralin skeleton via hydride shift mediated C-H bond functionalization was achieved. In this process, the benzylic [1,5]-H shift occurred smoothly to furnish tetralin derivatives in good to excellent chemical yields. The electronic and steric properties of the aromatic ring adjacent to the C-H bond influenced significantly the reactivity of this transformation.

4-Aminoquinolines: Novel nociceptin antagonists with analgesic activity

Small-molecule nociceptin antagonists were synthesized to examine their therapeutic potential. After a 4-aminoquinoline derivative was found to bind with the human ORL1 receptor, a series of 4-aminoquinolines and related compounds were synthesized and their binding was evaluated. Elucidation of structure - Activity relationships eventually led to the optimum compounds. One of these compounds, N-(4-amino-2-methylquinolin-6-yl)-2-(4-ethylphenoxymethyl)benzamide hydrochloride (11) not only antagonized nociceptin-induced allodynia in mice but also showed analgesic effect in a hot plate test using mice and in a formalin test using rats. Its analgesic effect was not antagonized by the opioid antagonist naloxone. These results indicate that this nociceptin antagonist has the potential to become a novel type of analgesic that differs from μ-opioid agonists.