781-74-8

Upstream product

• 13686-49-2 1-(2-bromo)ethylnaphthalene 
• 105-53-3 diethyl malonate 
• 7647-01-0 hydrogenchloride 
• 4653-13-8 4-(1-naphthyl)-4-oxobutanoic acid 
• 93863-66-2 4-(1-naphthalenyl)butanenitrile 
• 86-87-3 naphth-1-yl acetic acid 
• 2876-78-0 methyl 1-naphthylacetate 
• 3243-42-3 1-Naphthalenepropanoic acid 
• 1821-12-1 4-Phenylbutyric acid 
• 64-18-6 formic acid 
• 2489-86-3 1-allylnaphthalene 
• 625-38-7 but-3-enoic acid 
• 13922-41-3 1-Naphthylboronic acid 
• 90-11-9 1-Bromonaphthalene 

Downstream Products

• 79074-23-0 10,11-dihydro-phenanthro[2,1-d]isoxazole 
• 79074-24-1 11H-5,6-Dihydronaphtho<2,1-a>carbazole 
• 16992-94-2 Ethyl 1-oxo-1,2,3,4-tetrahydrophenanthrene-2-glyoxalate 
• 18618-68-3 10,11-Dihydro-3-phenylphenanthro<1,2-c>pyrazole 
• 1260605-71-7 C₁₄H₁₅NO₂ 
• 948048-71-3 (S)-2-Amino-4-naphthalen-1-yl-butyric acid 
• 113135-70-9 (+/-)-1-Hydroxy-1-phenyl-1.2.3.4-tetrahydro-phenanthren 
• 109811-84-9 1-phenyl-3,4-dihydro-phenanthrene 
• 4325-76-2 1-phenyl phenanthrene 
• 75489-92-8 4-(5,6,7,8-tetrahydro-[1]naphthyl)-butyric acid 

Relevant academic research and scientific papers

Pd-Catalyzed Regioselective Branched Hydrocarboxylation of Terminal Olefins with Formic Acid

A regioselective Pd-catalyzed hydrocarboxylation of terminal olefins with HCOOH is described. A wide variety of branched carboxylic acids can readily be obtained with high regioselectivities under mild reaction conditions. The reaction is operationally simple and requires no handling of toxic CO. The ligand and LiCl are important factors for reaction reactivity and selectivity.

Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**

A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.

Pd-Catalyzed Highly Chemo- And Regioselective Hydrocarboxylation of Terminal Alkyl Olefins with Formic Acid

An efficient Pd-catalyzed hydrocarboxylation of alkenes with HCOOH is described. A wide variety of linear carboxylic acids bearing various functional groups can be obtained with excellent chemo- and regioselectivities under mild reaction conditions. The reaction process is operationally simple and requires no handling of toxic CO.

Synthetic method of terminal carboxylic acid

The invention discloses a synthetic method of a terminal carboxylic acid. The synthetic method is characterized by comprising the steps of adding an olefin represented by a formula (3) shown in the description, formic acid, acetic anhydride, Pd(OAc)2 and a monophosphorus ligand TFPP into an organic solvent in a proportion, carrying out hydrogen carbonylation reaction on the olefin represented by the formula (3) shown in the description, formic acid and acetic anhydride at 80-90 DEG C for 48h-72h under the catalysis of the metal palladium salt Pd(OAc)2 and the monophosphorus ligand TFPP so as to obtain the terminal carboxylic acid represented by a formula shown in the description, and separating a target product, namely the terminal carboxylic acid after the reaction is finished, wherein olefin represented by the formula (3) is selected from cycloolefins, or linear olefins of which the R1 is electron donating groups. By virtue of the method disclosed by the invention, corresponding terminal carboxylic acid and a derivative thereof can be prepared through the reaction under mild conditions of low temperature and no high pressure; and the steps of the synthetic method are simple and convenient, the operation is convenient, the yield is high, the energy source can be greatly saved, and the synthetic efficiency can be greatly improved.

Synthesis of 1-tetralone derivatives using a Stille cross coupling/friedel crafts acylation sequence

An efficient method of synthesis of 1-tetralones has been achieved featuring a Stille cross-coupling reaction as the key step.

Aminomethylcarboxylic acid derivatives

The present invention relates to aminomethylcarboxylic acid derivatives general formula (I), wherein Z is (CH2)n, O, S, SO, SO2or N—R5; n is 0, 1 or 2; X represents 1-3 substituents independently selected from hydrogen, halogen, (C1-6)alkyloxy, (C3-6)cycloalkyloxy, (C6-12)aryloxy, (C6-12)aryl, thienyl, SR6, SOR6, SO2R6, NR6R6, NHR6, NH2, NHCOR6, NSO2R6, CN, COOR6and (C1-4)alkyl, optionally substituted with halogen, (C6-12)aryl, (C1-6)alkyloxy or (C6-12)aryloxy; or 2 substituents at adjacent positions together represent a fused (C5-6)aryl group, a fused (C5-6)cycloalkyl ring or O—(CH2)m—O; m is 1 or 2; Y represents 1-3 substituents independently selected from hydrogen, halogen, (C1-4)alkyloxy, SR6, NR6R6and (C1-4)alkyl, optionally substituted with halogen; R1is COOR7or CONR8R9; R2and R6are (C1-4)alkyl; R3, R4and R5are independently hydrogen or (C1-4)alkyl; R7, R8and R9are independently hydrogen, (C1-4)alkyl, (C6-12)aryl or arylalkyl; or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, as well as to the use of these aminomethylcarboxylic acid derivatives in therapy, more specifically for the treatment of CNS disorders.

Integrated chemical process: One-pot aromatization of cyclic enones by the double elimination methodology

A variety of aromatic hydrocarbons bearing multiple alkyl substituents are accessible with perfect regiocontrol in a one-pot reaction starting from cyclo-hexenones and their aromatic analogues [Eq. (1)]. The present methodology can be further extended to the synthesis of polycyclic aromatic hydrocarbons. The drawbacks encountered in the Friedel-Crafts reaction are resolved since the reaction proceeds under basic conditions.

Design and Synthesis of Naphthalenic Derivatives as Potential Inhibitors of Hydroxyindole-O-methyltransferase

Hydroxyindole-O-methyltransferase is an enzyme that catalyses the last step of melatonin biosynthesis. The objective of this work was to design and synthesize potential inhibitors of hydroxyindole-O-methyltransferase. Applying bioisosteric principles to the indolic nucleus, we considered the synthesis of naphthalenic derivatives and varied the nature of substituents at position 7 and the amide group. We also replaced the ethylene moiety at position 1 by its lower and higher homologues, and synthesized C4 retroamides. Of the compounds synthesized, N-[2-(7-naphth-1-yl)]phenylacetamide was the best inhibitor of hydroxyindole-O-methyltransferase (77 percent inhibition at a concentration of 10-4 M). Moreover, most of naphthols behaved as enzyme substrates. The ethyl side chain at position 1 was an essential element for optimal biological activity.

The Synthesis of Novel Polycyclic Heterocyclic Ring Systems via Photocyclization. 8. Benzothienonaphthoquinoline andBenzothienonaphthotriazoloquinoline

The previously unknown polycyclic heterocyclic ring systems, namely, benzothienonaphthoquinoline and benzothienonaphthotriazoloquinoline were synthesized via photocyclization of 3-chloro-N-(1'-phenanthryl)benzothiophene-2-carboxamide.