28178-98-5

Upstream product

• 33977-53-6 Benzoic acid 10-benzoyl-phenanthren-9-yl ester 
• 117745-96-7 9-phenylethynylfluoren-9-ol 
• 486-25-9 9-fluorenone 
• 2142-69-0 2-bromophenyl methyl ketone 
• 2142-66-7 1-([1,1'-biphenyl]-2-yl)ethanone 
• 1587718-59-9 1-([1,1'-biphenyl]-2-yl)-3-phenylprop-2-yn-1-one 
• 56850-18-1 3-Phenyl-2-p-tolyl-1-oxa-cyclopenta[l]phenanthrene 
• 22725-49-1 2,3-diphenylphenanthro[9,10-b]furan 
• 84-11-7 9,10-phenanthrenequinone 

Relevant academic research and scientific papers

Gold-Catalyzed Oxidation/C?H Functionalization of Ynones: Efficient and Rapid Access to Functionalized Polycyclic Salicyl Ketones

An efficient strategy to construct salicyl ketones through gold-catalyzed oxidation/C?H functionalization of ynones is reported. A variety of functionalized salicyl ketones are readily accessed by utilizing this non-diazo approach, thus providing a viable

N-Iodosuccinimide and dioxygen in an air-enabled synthesis of 10-phenanthrenols under sunlight

Using a catalytic amount ofN-iodosuccinimide (NIS) in combination with O2in air, an aerobic oxidative reaction was carried out to efficiently and scalably construct a series of 10-phenanthrenols under sunlight at room temperature. Mechanistic studies reveal that H2O2generatedin situwas responsible for the conversion of I2to IOH as a potential initiator for later catalytic cycle.

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.

Recyclable heterogeneous gold(i)-catalyzed oxidative ring expansion of alkynyl quinols: A practical access to tropone and its analogues

The heterogeneous gold(i)-catalyzed oxidative ring expansion of alkynyl quinols has been achieved by using a benzyldiphenylphosphine-modified MCM-41-immobilized gold(i) complex [MCM-41-BnPh2P-AuNTf2] as the catalyst and 8-methylquinoline N-oxide as the ox

Photoredox/Cobalt-Catalyzed C(sp3)-H Bond Functionalization toward Phenanthrene Skeletons with Hydrogen Evolution

The first example of photoredox strategy for synthesis of phenanthrene skeletons through C(sp3)-H functionalization under external oxidant-free conditions is achieved. This transformation relies on the keto-enol tautomerism of 1,3 dicarbonyl moiety, i.e., the enol form of 1,3-dicarbonyl derivatives with relatively lower oxidation potential can be activated by the excited acridinium photocatalyst. The electron and proton eliminated from the substrate are immediately captured by a cobaloxime catalyst to exclusively afford a-carbonyl radical for highly substituted 10-phenanthrenols in good to excellent yields.

Rhodium-catalyzed cyclization of acceptor-substituted biphenyl α-diazoketones: A study of the substitution effect on chemoselectivity

A range of biphenyl α-diazoketones containing various electron-withdrawing groups (EWG = COCH3, CN, CO2Et, COPh, SO2CH3, SO2Ph) on diazo carbon has been investigated for rhodium(ii)-catalyzed intramol

Gold-Catalyzed Synthesis of Tropone and Its Analogues via Oxidative Ring Expansion of Alkynyl Quinols

A new and convenient strategy for the synthesis of functionalized tropone derivatives based on the gold-catalyzed oxidative ring expansion of alkynyl quinols has been developed. The reaction proceeds via gold-catalyzed highly regioselective oxidation foll

Synthesis of 2-acyl-1-naphthols by gold-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones

The gold(I)-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones employing organic oxides as oxidants has been developed. This reaction involves aromatization to furnish 2-acyl-1-naphthols. Also, 10-acyl-9-phenanthrenols are analogously prod

Reactions of Five-Membered Mesoionic Heterocycles with o-Quinonoid Compounds, V. 1,3-Oxazolium-5-olates and 1,3-Thiazolium-5-olates

1,3-Oxazolium-5-olates (1) and 1,3-thiazolium-5-olates (11) react with o-benzoquinones (3) and α-naphthoquinone to give adducts (4, 5, 6, 15) which can formally be derived from ketene valence tautomers of 1 and 11. 9,10-Phenanthrenequinone and 1a yield a compound (10) which possibly results from an initially formed adduct (7) with subsequent loss of CO2.Consistent with this view is a product (14) of the reaction between 9,10-phenanthrenequinone and 11.The structure of 14 has been determined by X-ray crystallography. - Keywords: o-Quinonoid Compounds, Mesoionic Heterocycles