21615-74-7

Upstream product

• 100-66-3 methoxybenzene 
• 119-67-5 o-carboxybenzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 16859-59-9 3-hydroxy-1(3H)-isobenzofuranone 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 6889-78-7 4'-(methoxy)-3-hydroxyflavone 
• 116515-57-2 C₃₄H₂₈O₇ 
• 51933-46-1 2-<2-hydroxy(4-methoxyphenyl)methylphenyl>-4,4-dimethyl-2-oxazoline 
• 123-11-5 4-methoxy-benzaldehyde 
• 98-88-4 benzoyl chloride 
• 1128-86-5 1-benzoyl-2,2-dimethylhydrazine 
• 93-98-1 N-phenyl benzoyl amide 
• 65492-59-3 2-[Hydroxy-(4-methoxy-phenyl)-methyl]-N-phenyl-benzamide 
• 610-94-6 2-bromobenzoic acid methyl ester 

Downstream Products

• 6306-97-4 1,3-bis(4-methoxyphenyl)isobenzofuran 
• 116515-58-3 4-Hydroxy-9-(4-methoxy-phenyl)-naphtho[2,3-c]furan-1,3-dione 
• 5398-17-4 2-(4-methoxybenzyl)benzoic acid 
• 856118-61-1 1-(4-methoxyphenyl)-3-(thiophen-2-yl)benzo[c]thiophene 
• 128709-98-8 1,3-Bis(4-methoxyphenyl)benzothiophen 
• 918536-53-5 2-[2-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-1-(4-methoxyphenyl)-ethyl]-benzoic acid 
• 116515-59-4 4-Hydroxy-4-(4-methoxy-phenyl)-3-methyl-3,4-dihydro-2H-naphthalen-1-one 
• 116515-61-8 4-Hydroxy-9-(4-methoxy-phenyl)-3H-naphtho[2,3-c]furan-1-one 
• 127257-67-4 5,12-dihydro-5,6,11,12-tetrakis(4-methoxyphenyl)-5,12-naphthacenediol 
• 127279-36-1 5,12-dihydro-5-(3-methoxyphenyl)-6,11-bis(4-methoxyphenyl)-12-phenyl-5,12-naphthacenediol 

Relevant academic research and scientific papers

Application of a new solid-phase resin: Benzamide ortho-lithiation and the synthesis of a phthalide library

The utility of new polytetrahydrofuran cross-linked polystyrene resins is demonstrated through the solid-phase synthesis of a phthalide library. The phthalides are synthesized via directed ortho-lithiation of resin bound benzamides and isolated via cyclat

Highly Diastereoselective Crown Ether Catalyzed Arylogous Michael Reaction of 3-Aryl Phthalides

The first arylogous Michael reaction of 3-aryl phthalides has been developed. The reaction, promoted by catalytic amounts of KOH or K3PO4 and dibenzo-18-crown-6, affords the corresponding 3,3-disubstituted phthalides in good to high

Access to Diarylmethanols by Wittig Rearrangement of ortho-, meta-, and para-Benzyloxy- N-Butylbenzamides

The N-butyl amide group, CONHBu, has been found to be an effective promoter of the [1,2]-Wittig rearrangement of aryl benzyl ethers and thus allow the two-step synthesis of isomerically pure substituted diarylmethanols starting from simple hydroxybenzoic acid derivatives. The method is compatible with a wide range of functional groups including methyl, methoxy, and fluoro, although not with nitro and, unexpectedly, is applicable to meta as well as ortho and para isomeric series.

Efficient One-Pot Synthesis of 3-Substituted Phthalides via Additive Arylation of Organozinc Intermediate

In recent years, substitution at the third position on phthalides has been proven a valua-ble synthetic intermediate for developing active molecules. We reported a direct and efficient one-pot method for the synthesis of 3-aryl Phthalides performed by adding organo-zinc reagent on methyl-2-formylbenzoate; reagent formed in-situ by the reaction between diethylzinc and different aryl boronic acid derivatives without using any ligand. The possible mechanism involved a coordi-nated zinc carbonyl transition state, arylation, and followed by the intramolecular cyclization. The substituents groups in boronic having different electronic and steric properties played an important role in the reaction completion time and yield. The structure elucidation and confirmation of the synthesized compounds were done by using H-NMR analytical data. The method can be useful for synthesizing various scaffolds and intermediates in search of potentially active compounds.

Direct and selective synthesis of 3-arylphthalides via nickel-catalyzed aryl addition/intramolecular esterification

Herein we report a nickel-catalyzed aryl addition/intramolecular esterification in a cascade fashion. Under the combination of commercially available nickel precursor and tridentate ligand, the one pot protocol offers a direct, simple and regioselective approach to access 3-aryl phthalide derivatives from two readily available substrates with good efficiency, broad scope as well as satisfactory functional group compatibility.

Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents

A variety of functionalized triarylmethane and 1,1-diarylalkane derivatives were prepared via a transition-metal-free, one-pot and two-step procedure, involving the reaction of various benzal diacetates with organozinc reagents. A sequential cross-coupling is enabled by changing the solvent from THF to toluene, and a two-step SN1-type mechanism was proposed and evidenced by experimental studies. The synthetic utility of the method is further demonstrated by the synthesis of several biologically relevant molecules, such as an anti-tuberculosis agent, an anti-breast cancer agent, a precursor of a sphingosine-1-phosphate (S1P) receptor modulator, and a FLAP inhibitor.

Completing the Redox-Series of Silicon Trisdioxolene: ortho-Quinone and Lewis Superacid Make a Powerful Redox Catalyst

Quinones are mild oxidants, the redox potentials of which can be increased by supramolecular interactions. Whereas this goal has been achieved by hydrogen bonding or molecular encapsulation, a Lewis acid-binding strategy for redox amplification of quinones is unexplored. Herein, the redox chemistry of silicon tris(perchloro)dioxolene 1 was studied, which is the formal adduct of ortho-perchloroquinone QCl with the Lewis superacid bis(perchlorocatecholato)silane 2. By isolating the anionic monoradical 1.?, the redox-series of a century-old class of compounds was completed. Cyclic voltammetry measurements revealed that the redox potential in 1 was shifted by more than 1 V into the anodic direction compared to QCl, reaching that of “magic blue” or NO+. It allowed oxidation of challenging substrates such as aromatic hydrocarbons and could be applied as an efficient redox catalyst. Remarkably, this powerful reagent formed in situ by combining the two commercially available precursors SiI4 and QCl.

Catalytic asymmetric synthesis of 3-aryl phthalides enabled by arylation-lactonization of 2-formylbenzoates

The catalytic asymmetric synthesis of 3-aryl phthalides is reported through a sequential asymmetric arylation-lactonization reaction. The reaction is enabled by a boron-zinc exchange to generate reactive arylating agents, which react with 2-formylbenzoates in the presence of a chiral amino naphthol ligand. The enantiodetermining step is the arylation of the aldehyde, which then undergoes a lactonization event to yield the corresponding phthalides in good yields and enantioselectivities.

Rhenium-Catalyzed Phthalide Synthesis from Benzamides and Aldehydes via C-H Bond Activation

The [4 + 1] annulation of benzamides and aldehydes for phthalide synthesis was achieved via rhenium-catalyzed C-H activation, which demonstrates an unprecedented reaction pattern distinct from those of other transition-metal catalyses. The reaction also features readily available starting materials, a wide scope for both electro-rich and electro-deficient substrates, and the elimination of homoannulation byproducts.

Reductive Heterocyclization of 2-Cyanobenzophenones by the Action of NaBH4. New Efficient Synthesis of 3-Arylphthalides

The reduction of 2-cyclopropylcarbonyl-, 2-(thiophen-2-yl)carbonyl-, and 2-arylcarbonylbenzonitriles with sodium tetrahydridoborate afforded 3-cyclopropyl-, 3-(2-thiophen-2-yl)-, and 3-arylphthalides, respectively, in high yields. Under analogous conditions, 3-cyanobenzophenones were converted to the corresponding 3-cyanobenzhydrols.