76106-74-6

Upstream product

• 76106-72-4 6-hydroxy-3-phenylindan-1-one 
• 77-78-1 dimethyl sulfate 
• 108-95-2 phenol 
• 586-38-9 3-Methoxybenzoic acid 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 177937-97-2 4-methoxy-2-(2-trimethylsilylethynyl)benzaldehyde 
• 43192-31-0 2-bromo-4-methoxybenzaldehyde 
• 937792-49-9 1-benzyl-2-ethynyl-4-methoxybenzene 
• 22966-24-1 (E)-1-(3-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 22966-24-1 1-(3-methoxyphenyl)-3-phenyl-2-propene-1-one 
• 77344-69-5 5-methoxy-o-chloroacetophenone 
• 100-51-6 benzyl alcohol 

Downstream Products

• 850209-50-6 2-bromo-5-methioxy-3-phenylindene-1-one 
• 253342-50-6 6-methoxy-3-phenyl-1H-inden-1-one 
• 850209-47-1 2-bromo-6-methoxy-3-phenylindanone 

Relevant academic research and scientific papers

Electronic effects of substituents on the stability of the iridanaphthalene compound [IrCp{C(OMe)CHC(o-C6H4)(Ph)}(PMe3)]PF6

Iridanaphthalene complexes are synthesized from the corresponding methoxy(alkenyl)carbeneiridium compounds. The electronic character of the substituents on the 6-position of the metallanaphthalene ring is crucial from the point of view of the stability of the iridanaphthalene, [IrCp{C(OMe)CHC(o-C6H4)(Ph)}(PMe3)]PF6, vs. its transformation to the corresponding indanone derivatives. Stability studies of the iridanaphthalene compounds revealed that strong electron donor substituents (-OMe) stabilize the iridanaphthalene, while weak electron donor (-Me) and electron withdrawing (-NO2) groups favor the formation of indanone derivatives. Two possible indanone isomers can be obtained in the conversion of the unstable iridanaphthalene complexes and a mechanism for the formation of these isomers is proposed. This journal is

Iridium-Catalyzed Synthesis of Substituted Indanones from Aromatic Carboxylates and Unsaturated Ketones

A catalytic annulation is presented that provides straightforward, modular synthetic access to 3-substituted indanones from benzoic acids and α,β-unsaturated ketones. It is catalyzed by a bimetallic Ir/In system and proceeds via hydroarylation followed by

NOVEL COMPOUND AND METHOD OF PRODUCING THAT COMPOUND

PROBLEM TO BE SOLVED: To provide a novel polyfunctional epoxy compound, and a method of producing the compound. SOLUTION: The invention provides a compound represented by the formula (I) in the figure, where X are each independently O or S; and R are each independently H, halogen, NO2, CN, an alkyl group, an aryl group, or the like. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPO&INPIT

different nuclear ruthenium palladium double-ring metal compound and its preparation method and application

The invention discloses a heteronuclear ruthenium palladium bicyclic metal compound and a preparation method and an application thereof and belongs to the technical field of organic synthesis. The metal compound is easily prepared and modified, stable in

Palladium-catalyzed asymmetric reductive Heck reaction of aryl halides

Asymmetric reductive Heck reaction of aryl halides is realized in high stereoselectivity. Hydrogen-bond donors, trialkylammonium salts in a glycol solvent, were used to promote halide dissociation from neutral arylpalladium complexes to access cationic, stereoselective pathways.

Gold-catalyzed carboalkoxylations of 2-ethynylbenzyl ethers to form 1- and 2-indanones chemoselectively: Effects of ligands and solvents

The selective syntheses of 1- and 2-indan-one compounds from 2-ethynylbenzyl ethers have been achieved with suitable catalysts and solvents. The highly acidic [tris(pentafluorophenyl)phos-phine]gold hexafluoroantimonate [(C6F5)3AuSbF6] in nitromethane (MeNO2) preferably gives 1-indan-ones whereas [(ortho-biphenyl) di(tert-butyl)phosphine] gold triflimide [(tBu)2(o-biphenyl) AuNTf2] in dichloroethane tends to form 2-indanone derivatives. For 2-indanone products, we isolated two indenyl methyl ethers for deuterium labeling analyses, providing evidence for p-alkyne activation.

Gold-catalyzed oxidative cyclizations of cis-3-En-1-ynes to form cyclopentenone derivatives

Golden tendencies: The title reaction for synthesizing cyclopentenone derivatives utilizes a gold complex and 8-methylquinoline oxide as the catalyst system (see scheme; IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene). Such products are not attainable using diazocarbonyl reagents, as the gold carbenoids tend to react with C-H bonds. Copyright

Stereoelectronic effects in ring closure reactions: the 2'-hydroxychalcone-flavanone equilibrium, and related systems

The 2'-hydroxychalcone (2-HOC6H4COCH=CHC6H4X)-flavanone equilibrium in trifluoroacetic acid (TFA) has been examined.The influence of substituents X on the rate of attainment of equilibrium shows that the 6-endo-trig mode of ring closure by Michael addition is disallowed, by demonstrating a negative ρ value for the reaction rate when X is varied.Reaction therefore proceeds either on the carbonyl-protonated form, which allows twisting about the 2,3 double bond, its double bond character being reduced by resonance, or through direct rate-limiting protonation on the 2,3-double bond.Either pathway permits the allowed 6-exo-trig mode of ring closure to be followed.Alternative mechanism involving intermolecular Michael addition of trifluoroacetate, followed by intramolecular 6-exo-tet displacement are considered.Such Michael adducts can be detected in the ring closures of 2-crotonyl-4-methylphenol and 4,4-dimethyl-1-(2-hydroxyphenyl)-2-penten-1-one in TFA, but they do not appear to lie on the main pathway, because the reaction proceed with equal facility in methanesulphonic acid/chloroform medium, which does not contain a suitable nucleophile for such a mechanism.Further important mechanistic information is given by studying the reactions in TFA-d, together with measurements on the (E)-2-methyl-3-oxo-5-arylpent-4-en-2-ol and flight during the rate-limiting step, and provide evidence against the mechanism involving a preequilibrium carbonyl protonation, such as in the Nazarov rearrangement of 3'-methoxychalcones, where KH/kD is ca. 0.7.Some results are also reported for ring closure of the 2-aminochalcones in TFA.

STEREOELECTRONIC EFFECTS IN RING CLOSURE REACTIONS

The mechanistic criterion of reversed substituent effects in reactions, formally classified as 5-endo-trig and 6-endo-trig, is examined.

Intramolecular Alkylation of Phenols. Part 4. Base-catalysed Cyclisation of Phenolic Enones. Scope and Limitations

The phenolic enones (4), (5), (8), (9), and (13) cyclise readily under acidic conditions.However, neither these nor the thio-substituted phenols (11a), (13a), (14a), and (15a) closed under basic conditions.Involvement of unfavourable equilibria is disproved.Comparison is made with related successful cyclisations of the saturated ketone (38) and aldehyde (39).Preliminary results suggest that strict stereo-electronic requirements are necessary for enone ring closure and that these conditions are not met in base-catalysed 5-Endo- and 6-Endo-Trigonal ring closures of the phenols of general type (2; n=0 and n=1).