25177-46-2

Usage

InChI:InChI=1/C16H12O2/c17-16(18)10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-9H,10H2,(H,17,18)

Upstream product

• 50781-52-7 9-(cyanomethyl)phenanthrene 
• 2039-77-2 9-acetylphenanthrene 
• 32870-98-7 9-ethynylphenanthrene 
• 124-38-9 carbon dioxide 
• 951-05-3 9-(chloromethyl)phenanthrene 
• 85-01-8 phenanthrene 
• 24471-57-6 9-bromomethylphenantrene 
• 883-20-5 9-methylphenanthrene 
• 21802-18-6 methyl 2-(phenanthren-9-yl)acetate 
• 50-00-0 formaldehyd 
• 143-33-9 sodium cyanide 
• 855609-90-4 2-diazo-1-[9]phenanthryl-ethanone 

Downstream Products

• 98677-87-3 9-phenanthreneacetic acid chloride 
• 128479-27-6 2-(9-phenanthryl)propanoic acid 
• 138470-09-4 2-Methyl-2-phenanthren-9-yl-propionic acid 
• 98677-79-3 4-oxo-4,5-dihydroacephenanthrylene 
• 82491-32-5 9-(2-Anilinoethyl)phenanthrene 
• 98677-75-9 4-(1-propenyl)acephenanthrylene 
• 98677-81-7 4-(2-propenyl)acephenanthrylene 
• 98677-80-6 4-hydroxy-4,5-dihydroacephenanthrylene 
• 98677-88-4 4-hydroxy-4-(2-propenyl)-4,5-dihydroacephenanthrylene 
• 98677-89-5 4-hydroxy-4-(1-propenyl)-4,5-dihydroacephenanthrylene 
• 88986-06-5 2-Phenanthren-9-yl-N-phenyl-acetamide 
• 191021-91-7 (Z)-2-Phenanthren-9-yl-3-phenyl-acrylic acid ethyl ester 
• 612-41-9 2-nitrocinnamic acid 
• 159692-72-5 methyl 3-(2,3-dimethoxyphenyl)-2-(9-phenanthryl)-2-propenoate 

Relevant academic research and scientific papers

A Useful Access to 9-Phenanthrylmethyl Derivatives

Chloromethylation of phenanthrene to give 9-chloromethylphenanthrene and conversions of this compound into other 9-phenanthrylmethyl derivatives in useful yields are described.

Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides

A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.

Preparation method of acid with different substituent groups

The invention discloses a preparation method of an acid with different substituent groups. A terminal alkyne is lithiated with n-butyllithium, and then reacts with isopropoxyboronic acid pinacol ester, hydrogen chloride is added to achieve quenching, then the obtained reaction product is oxidized by an oxidizing agent, and the oxidized reaction product is separated and purified to obtain the acid.The method of the invention has the advantages of simplicity in operation, one-pot process preparation, no metal catalysis, nontoxic reagents, greenness, environmental friendliness and high atomic utilization rate, and provides a novel and quick way for preparing the acid with different substituent groups; and the obtained acid is an important fine chemical product, and can be widely used in fields of medicines, pesticides, spices and other industries.

Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2

The first ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2 to generate important aryl acetic acids is reported. Besides aldehyde hydrazones, a variety of ketone hydrazones, which have not been successfully applied in previous umpolung reactions with other reactive electrophiles, also show high reactivity and selectivity under mild conditions. Moreover, this operationally simple protocol features good functional group tolerance, is readily scalable, and offers easy derivation of important structures, including bioactive felbinac and adiphenine. Computational studies reveal that this umpolung reaction proceeds through the generation of a Ru-nitrenoid followed by concerted [4 + 2] cycloaddition with CO2.

Reductive removal of phenylseleno groups from α-phenylseleno carbonyl compounds by means of tellurolate anions

α-Phenylseleno carbonyl compounds are reduced to the corresponding selenium free carbonyl compounds by reaction with organic and inorganic tellurolate anions.

Synthesis and spectroscopy of nine isomeric methylacephenanthrylenes

The synthesis of nine isomeric methyl-substituted acephenanthrylenes is described.Three different approaches were used. 1-, 2-, And 6-methylacephenanthrylene (1a, 1c and 1f) were prepared by formylation of acephenanthrene (2) and 4,5,7,8,9,10-hexahydroacephenanthrylene (17), followed by Wolff-Kishner reduction and dehydrogenation. 4-, 5-, 7- And 10-methylacephenanthrylene (1d, 1e, 1g and 1j) were synthesized by treating the corresponding acephenanthrenones with methyllithium, followed by dehydration and, in the case of 1g and 1j, dehydrogenation. 8- And 9-methylacephenanthrylene (1h and 1i) were prepared by a Haworth synthesis starting with the reaction of methylsuccinic anhydride with acenaphthene. the spectroscopic properties of acephenanthrylene and its methyl derivatives were investigated with mass spectrometry, (1)H NMR and UV-VIS spectroscopy.According to the (1)H NMR spectra, steric hindrance between the methyl group and nearby protons decreases in the following order: 1, 10 > 6 > 7 > 3 > 4, 5, 8, 9.