21615-75-8

Upstream product

• 85-55-2 2-(4-toluoyl)benzoic acid 
• 110876-07-8 1-[2-(4-methylbenzoyl)phenyl]-2-phenylethane-1,2-dione 
• 19275-68-4 3-Hydroxy-4'-methylflavone 
• 78396-41-5 3-Hydroxy-3-p-tolyl-indan-1,2-dione 
• 108-88-3 toluene 
• 119-67-5 o-carboxybenzaldehyde 
• 104-87-0 4-methyl-benzaldehyde 
• 98-88-4 benzoyl chloride 
• 5398-16-3 2-(4-methyl-benzyl)-benzoic acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 5720-05-8 4-methylphenylboronic acid 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 4122-56-9 methyl o-formylbenzoate 

Downstream Products

• 52920-23-7 2-phenyl-3-p-tolyl-2,3-dihydro-isoindol-1-one 
• 602-50-6 2-(diphenylmethyl)benzoic acid 
• 5398-16-3 2-(4-methyl-benzyl)-benzoic acid 
• 85-55-2 2-(4-toluoyl)benzoic acid 
• 55990-05-1 2-(3-amino-4-methyl-benzyl)-benzoic acid 
• 613-12-7 2-methylanthracene 
• 5778-16-5 3-phenyl-1-p-tolyl-isobenzofuran 
• 1276042-06-8 (2-(4-methoxybenzoyl)phenyl)(p-tolyl)methanone 
• 23674-14-8 9-(4-methylphenyl)anthracene 
• 1401613-66-8 C₃₁H₃₆O₄ 
• 5778-02-9 (2-benzoylphenyl)(4-methylphenyl)methanone 
• 30223-86-0 7-p-tolyltetraphene 

Relevant academic research and scientific papers

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.

Metal-Free Aerobic Oxidative C–O Coupling of C(sp3)–H with Carboxylic Acids Catalyzed by DDQ and tert-Butyl Nitrite

The formation of the C–O bond is one of the hot topics in the area of C(sp3)–H bond functionalization. A metal-free oxidative cross-coupling between benzylic C(sp3)–H bond and carboxylic acids has been developed. The reactions were performed with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as the catalyst, tert-butyl nitrite (TBN) as the co-catalyst, and molecular oxygen as the terminal oxidant. A variety of diarylmethanes could be successfully coupled with various carboxylic acids to obtain diarylmethanol esters in good to excellent yields. In addition, 2-benzylbenzoic acids could be converted into phthalides in moderate yields through an intramolecular oxidative cyclization.

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.

Palladium-Catalyzed Direct Oxidative Coupling of Iodoarenes with Primary Alcohols Leading to Ketones: Application to the Synthesis of Benzofuranones and Indenones

In the present study, a palladium-catalyzed direct oxidative acylation through cross-dehydrogenative coupling has been investigated, utilizing readily available primary alcohols as acylating sources. Overall, this oxidative coupling proceeds via three distinct transformations such as oxidation, radical formation, and cross-coupling in one catalytic process. This protocol does not involve the assistance of a directing group or activation of the carbonyl group by any other means. Furthermore, this reaction made use of no toxic CO gas as carbonylating agent; instead, feedstock primary alcohols have been utilized as acylation source. Notably, the synthesis of benzofuranones and indenones is enabled. This strategy was also applied to the synthesis of n-butylphthalide, fenofibrate, pitofenone, and neo-lignan.

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.

Scalable Electrochemical Dehydrogenative Lactonization of C(sp2/sp3)-H Bonds

A practical, electrochemical method is developed for the direct dehydrogenative lactonization of C(sp2/sp3)-H bonds under external oxidant- and metal-free conditions, delivering diverse lactones, including coumarin derivatives with excellent regioselectivity. The scalable nature of this newly developed electrochemical process was demonstrated on a 40 g scale following an operationally simple protocol. The remote lactonization of C(sp3)-H bonds would constitute an important synthetic advance toward electrochemical C-O bond formation.

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.

Lewis acid-assisted dirhodium(II)-catalyzed ketone hydroacylation

The combination of a Rh(II) salt and a Lewisacid, Sc(OTf)3, as a highly active and robust cooperative catalyst system for ketone hydroacylation was developed. The catalyst system showed high turnover numbers (up to ca. 400) even under air, whereas the corresponding Rh(I)/Sc(OTf)3 system did not work well. The application of the Rh(II)/Sc system was also extended to hydroacylation of olefins and an enantioselective reaction.