32219-16-2

Usage

Uses

Used in Pharmaceutical Research and Development:
1-(2-aminophenoxy)naphthalene is used as a key component in the creation of new pharmaceuticals. Its unique structure allows for the development of novel drugs with potential applications in various medical fields.
Used in Dye Synthesis:
This chemical compound is also utilized in the synthesis of dyes, contributing to the development of new colorants for various industries.
Used in Organic Electronics and Materials Science:
Due to its distinctive properties, 1-(2-aminophenoxy)naphthalene may find applications in the field of organic electronics and materials science, potentially leading to advancements in these areas.
Used in Biological Imaging and Detection:
1-(2-aminophenoxy)naphthalene may be employed as a fluorescent dye for labeling proteins and other biomolecules, facilitating biological imaging and detection processes in research and diagnostic applications.

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 32219-13-9 1-(2-nitrophenoxy)naphthalene 

Downstream Products

• 96103-64-9 6-(2-Methyl-benzyl)-benzo[a]phenoxazin-5-one 
• 76838-43-2 1-Benzoyl-3-[2-(naphthalen-1-yloxy)-phenyl]-thiourea 
• 239-30-5 benzo[b]naphtho[2,1-d]furan 
• 200-23-7 benzo[b]naphtho[1,8-de]pyran 
• 103086-57-3 N-[2-(Naphthalen-1-yloxy)-phenyl]-acetamide 
• 1519043-34-5 N-(2-(3-(3,5-bis(trifluoromethyl)phenyl)carbamothioylamino)ethyl)-3-(2-(naphthalen-1-yloxy)phenyl)thiophene-2-sulfonamide 
• 1519043-36-7 3-(2-(naphthalen-1-yloxy)phenyl)-N-(2-(3-(4-nitrophenyl)carbamothioylamino)ethyl)thiophene-2-sulfonamide 
• 1519043-32-3 N-(2-(3-(4-methoxyphenyl)carbamothioylamino)ethyl)-3-(2-(naphthalen-1-yloxy)phenyl)thiophene-2-sulfonamide 
• 1519043-33-4 3-(2-(naphthalen-1-yloxy)phenyl)-N-(2-(3-(3-nitrophenyl)carbamothioylamino)ethyl)thiophene-2-sulfonamide 
• 1519043-35-6 N-(2-(3-(3-methoxyphenyl)carbamothioylamino)ethyl)-3-(2-(naphthalen-1-yloxy)phenyl)thiophene-2-sulfonamide 
• 1519044-15-5 N-(2-aminoethyl)-3-(2-(naphthalen-1-yloxy)phenyl)thiophene-2-sulfonamide 
• 1519044-14-4 tert-butyl 2-(3-(2-(naphthalen-1-yloxy)phenyl)thiophene-2-sulfonamido)ethylcarbamate 
• 1519044-13-3 2-(naphthalen-1-yloxy)phenylboronic acid 
• 1519044-12-2 1-(2-iodophenoxy)naphthalene 

Relevant academic research and scientific papers

Synthesis of medium-sized (6-7-6) ring compounds by iron-catalyzed dehydrogenative C-H activation/annulation

In this report, we have described a FeCl3-catalyzed process involving intramolecular annulation of o-phenoxy diarylacetylenes via hydroarylation to afford a series of biologically potent fused seven-membered (6-7-6) ring compounds under mild reaction conditions. This reaction was believed to proceed through Friedel-Crafts type sequential carbometallation followed by protonation to produce phenyldibenz[b,f]oxepines. This method was also extended to synthesize seven-membered rings that are fused with coumarins.

Access to Chiral Seven-Member Cyclic Amines via Rh-Catalyzed Asymmetric Hydrogenation

A highly efficient asymmetric hydrogenation of azepine/oxazepine-type seven-member cyclic imine hydrochlorides was successfully developed using Rh/bisphosphine-thiourea ligand ZhaoPhos, affording various chiral seven-member cyclic amines with full conversions, high yields, and excellent enantioselectivities (up to 96% yield, >99% ee). Additionally, this asymmetric hydrogenation can proceed well on gram scale with excellent ee value. Moreover, control experimental results displayed that the anion-bonding interaction between the chloride ion of the substrate and thiourea motif of the ZhaoPhos played an important role to obtain excellent enantioselectivity.

NMR and DFT studies on persistent carbocations derived from benzo[kl]xanthene, dibenzo[d,d′]benzo[1,2-b:4,3-b′]difuran, and dibenzo[d,d′]benzo[1,2-b:4,5-b′]difuran in superacidic media

Persistent carbocations generated by the protonation of hetero-polycyclic aromatic compounds with oxygen atom(s) were studied by experimental NMR and density function theory calculations. Benzo[kl]xanthene (1), dibenzo[d,d′]benzo[1,2-b:4,3-b′]difuran (2), and dibenzo[d,d′]benzo[1,2-b:4,5-b′]difuran (3) were synthesized by the annulation of arenediazonium salts. Compound 1 in FSO3H-SbF5 (4:1)/SO2ClF and 3 in FSO3H-SbF5 (1:1)/SO2ClF ionized to 1aH+ with protonation at C(4) and to 3aH+ with protonation at C(6), and these cations were successfully observed by NMR at low temperatures. The density function theory calculations indicated that 1aH+ and 3aH+ were the most stable protonated carbocations and that 2 should ionize to 2aH+ with protonation at C(6). According to the changes in 13C chemical shifts (Δδ13C), the positive charge was delocalized into the naphthalene unit for 1aH+, into one benzo[b,d]furan unit for 2aH+, and into one benzo[b,d]furan unit for 3aH+. The most stable persistent cations derived from the title compounds, 1-3, were found to be 1aH+ with protonation at C(4), 2aH+ with protonation at C(6), and 3aH+ with protonation at C(6) by experimental and theoretical methods.

Piperazinylbenzonaphthoxazepines with CNS depressant properties

The synthesis of six different types of benzonaphthoxazepine ring systems is described. Several derivatives of these ring systems were examined for the CNS effects, especially those carrying a 4-methyl-1-piperazinyl residue. Among these, 13-(4-methyl-1-pi