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Upstream product

• 60-29-7 diethyl ether 
• 501680-77-9 1-biphenyl-2-yl-2-methoxy-ethanone 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 31462-50-7 (9-p-Methylphenyl-9-fluorenyl)acetaldehyd 
• 725213-56-9 9-iodo-10-(4-methylphenyl)phenanthrene 
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• 85-01-8 phenanthrene 
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• 766-97-2 4-n-methylphenylacetylene 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 

Relevant academic research and scientific papers

A new route to π-extended polycyclic aromatic hydrocarbons via cross-dehydrogenative coupling

A palladium-catalyzed cross-dehydrogenative coupling of phenanthrenes with simple arenes was developed. This protocol provides an opportunity for producing π-extended polycyclic aromatic hydrocarbons with minimum waste and high atomic efficiency under mild and ligand-free conditions.

N-heterocyclic-carbene complexes readily prepared from Di-μ-hydroxopalladacycles catalyze the Suzuki arylation of 9-bromophenanthrene

New cyclometalated palladium complexes of general formula [Pd(Bmim)(X)(C^N)] have been synthesized by a novel reaction route involving di-μ-hydroxo-palladacycles [{Pd(μ-OH)(C^N)}2] (C^N = 2-benzoylpyridine (Bzpy

Direct suzuki-miyaura coupling with naphthalene-1,8-diaminato (dan)-substituted organoborons

The actually direct Suzuki-Miyaura coupling with "protected" R-B(dan) (dan = naphthalene-1,8-diaminato) was demonstrated to smoothly occur without in situ deprotection of the B(dan) moiety. The use of t-BuOK (Ba(OH)2 in some cases) as a base under anhydrous conditions is the key to the successful cross-coupling, where R-B(dan) is readily converted into a transmetalation-active borate-form, regardless of the well-accepted diminished boron-Lewis acidity.

Preparation method of fused ring compound

The invention discloses a preparation method of a fused ring compound III. The preparation method comprises the following step: in a solvent and in the presence of palladium acetate, alkali and a ligand, carrying out a reaction shown in the specification on a compound I and a compound II to obtain a compound III. The preparation method disclosed by the invention is relatively good in compatibilitywith a substrate, various polycyclic aromatic hydrocarbon compounds can be simply obtained in a short period of time through convergent synthesis, and particularly, heteroatom-containing polycyclic aromatic hydrocarbon shows extremely excellent regioselectivity.

Br?nsted Acid-Catalyzed Carbocyclization of 2-Alkynyl Biaryls

Ortho-alkynyl biaryls react in the presence of catalytic amount of Br?nsted acids to give phenanthrenes in high yields under mild conditions. The activity and selectivity of this transformation are governed by the substitution pattern of the diarylalkyne moiety. Selectivity shifts are observed between the carbophilic Lewis and Br?nsted acid-catalyzed cycloisomerization involving alkyne activation. (Figure presented.).

Br?nsted acid-catalysed hydroarylation of unactivated alkynes in a fluoroalcohol-hydrocarbon biphasic system: Construction of phenanthrene frameworks

Transition metal-free hydroarylation of unactivated alkynes was achieved by combining a Br?nsted acid catalyst and a two-phase solvent system consisting of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) and cyclohexane. This protocol is applicable to a wide variety of 2-alkynylbiaryls which leads to the synthesis of substituted phenanthrenes via 6-endo-selective ring closure. The biphasic system achieves highly efficient ring closure by appropriate separation of cationic intermediates from neutral compounds. The vinyl carbocation intermediates are stabilised in the HFIP phase, while the substrates and products are distributed in the cyclohexane phase to suppress intermolecular side reactions.

Sequential Cross-Coupling/Annulation of ortho-Vinyl Bromobenzenes with Aromatic Bromides for the Synthesis of Polycyclic Aromatic Compounds

A sequential cross-coupling/annulation of ortho-vinyl bromobenzenes with aromatic bromides was realized, providing a direct and modular approach to access polycyclic aromatic compounds. A vinyl-coordinated palladacycle was proposed as the key intermediate for this sequential process. Excellent chemoselectivity and regioselectivity were observed in this transformation. The practicability of this method is highlighted by its broad substrate scope, excellent functional group tolerance, and rich transformations associated with the obtained products.

Metal-free cycloisomerizations of: O -alkynylbiaryls

We describe a novel and highly efficient metal-free strategy to construct 9,9-disubstituted fluorenes and phenanthrenes via the TfOH-catalyzed cycloisomerizations of o-alkynylbiaryls. Notably, the significant effects of the electronic properties and steric hindrance of the alkyne terminus on the reaction selectivity have been observed.

Oxidative, Iodoarene-Catalyzed Intramolecular Alkene Arylation for the Synthesis of Polycyclic Aromatic Hydrocarbons

A catalytic, metal-free and chemoselective oxidative intramolecular coupling of arene and alkene C?H bonds is reported. The active hypervalent iodine (HVI) reagent, generated catalytically in situ from iodotoluene and meta-chloroperoxybenzoic acid (m-CPBA), reacts with o-vinylbiphenyls to generate polyaromatic hydrocarbons in up to 95 % yield. Experimental evidence suggests the reactions proceed though vinyliodonium and, possibly, vinylenephenonium intermediates.

AlCl 3 -Catalyzed Intramolecular Hydroarylation of Arenes with Alkynes

Herein, we wish to report the main-group metal Lewis acid catalyzed intramolecular hydroarylation of arenes with alkynes. This cyclization proceeds efficiently in the presence of a catalytic amount of AlCl 3, affording phenanthrenes in moderate