7527-52-8

Upstream product

• 100-52-7 benzaldehyde 
• 120-80-9 benzene-1,2-diol 
• 40473-50-5 2-(hydroxy(phenyl)methyl)phenol 
• 274-09-9 Methylenedioxybenzene 
• 98-80-6 phenylboronic acid 
• 774-48-1 (diethoxymethyl)benzene 

Downstream Products

• 38270-70-1 4,5-trans-bis(methoxycarbonyl)-2-phenyl-1,3-dioxolan 
• 36236-72-3 4-chloromethyl-2-phenyl[1,3]dioxolane 
• 6272-38-4 O-benzylcatechol 
• 120-80-9 benzene-1,2-diol 
• 5876-92-6 2-hydroxyphenyl benzoate 
• 100-52-7 benzaldehyde 
• 75724-62-8 2-acetoxy-2-benzoyloxycyclohexa-2,4-dien-1-one 
• 65-85-0 benzoic acid 
• 4132-64-3 2-methoxy-2-phenyl-benzo[1,3]dioxole 

Relevant academic research and scientific papers

Enantioselective Phenolic α-Oxidation Using H2O2 via an Unusual Double Dearomatization Mechanism

Feedstock aromatic compounds are compelling low-cost starting points from which molecular complexity can be generated rapidly via oxidative dearomatization. Oxidative dearomatizations commonly rely heavily on hypervalent iodine or heavy metals to provide the requisite thermodynamic driving force for overcoming aromatic stabilization energy. This article describes oxidative dearomatizations of 2-(hydroxymethyl)phenols via their derived bis(dichloroacetates) using hydrogen peroxide as a mild oxidant that intercepts a transient quinone methide. A stereochemical study revealed that the reaction proceeds by a new mechanism relative to other phenol dearomatizations and is complementary to extant methods that rely on hypervalent iodine. Using a new chiral phase-transfer catalyst, the first asymmetric syntheses of 1-oxaspiro[2.5]octa-5,7-dien-4-ones were reported. The synthetic utility of the derived 1-oxaspiro[2.5]octadienones products is demonstrated in a downstream complexity-generating transformation.

Enantioselective phenolic a-oxidation using H2O2 via an unusual double dearomatization mechanism

Feedstock aromatic compounds are compelling low-cost starting points from which molecular complexity can be generated rapidly via oxidative dearomatization. Oxidative dearomatizations commonly rely heavily on hypervalent iodine or heavy metals to provide the requisite thermodynamic driving force for overcoming aromatic stabilization energy. This article describes oxidative dearomatizations of 2- (hydroxymethyl)phenols via their derived bis(dichloroacetates) using hydrogen peroxide as a mild oxidant that intercepts a transient quinone methide. A stereochemical study revealed that the reaction proceeds by a new mechanism relative to other phenol dearomatizations and is complementary to extant methods that rely on hypervalent iodine. Using a new chiral phasetransfer catalyst, the first asymmetric syntheses of 1-oxaspiro[2.5]octa-5,7-dien-4-ones were reported. The synthetic utility of the derived 1-oxaspiro[2.5]octadienones products is demonstrated in a downstream complexity-generating transformation.

Synthesis and photopolymerization kinetics of 2-phenyl-benzodioxole

In this paper, a new photocoinitiator for free radical photopolymerization, belonging to the benzodioxole (BDO) derivatives, was synthesized and characterized, and the effect of phenyl at the 2-position of BDO was estimated. The structure of PhBDO was cha

Direct functionalization of tetrahydrofuran and 1,4-dioxane: Nickel-catalyzed oxidative C(sp3)-H arylation

CHoose nickel: The nickel-catalyzed oxidative arylation of C(sp 3)-H bonds has been achieved. Several substituted arylboronic acids and various C(sp3)-H bonds were found to be suitable substrates for this novel transformation, which is likely to proceed through a radical pathway. This method allows the introduction of simple ether derivatives to construct α-arylated ethers. FG=functional group. Copyright

Cu(II)-impregnated sulfated MCM-41: An efficient and convenient protocol for the synthesis of 1,3-benzodioxoles

An efficient synthesis of 1,3-benzodioxoles was achieved from catechol with different aldehydes and ketones using Cu(II) impregnated sulfated MCM-41 as an efficient and reusable catalyst. Copyright Taylor & Francis Group, LLC.

Microwave-assisted synthesis of 1,3-benzodioxole derivatives from catechol and ketones or aldehydes

An efficient synthetic procedure for the preparation of a diverse library of 1,3-benzodioxoles was developed by applying controlled microwave heating in comparison with currently available conventional heating. Reactions were completed in less than 3 h. The isolation of product is simple, the isolated yields are good to excellent, and this method is applicable to large scale production.

Method For Producing Optionally Substituted Methylenedioxybenzene

The invention relates to a method for producing optionally substituted methylenedioxybenzene. The invention particularly relates to the production of methylenedioxybenzene. The inventive production method is characterized by the fact that it involves the reaction of an optionally substituted catechol with an aldehyde in the presence of a solid acid catalyst selected among: a titanium silicalite and a zeolite that is doped with tin and/or titanium.

An efficient and convenient method for preparation of 2,2-disubstituted and 2-monosubstituted 1,3-benzodioxoles from ketones and aldehydes with catechol catalysed by zro2/so42-

The title compounds have been synthesised by reaction of catechol with ketones and aldehydes catalysed by ZrO2/SO42- solid superacid in high yields. Ketones gave better yields than aldehydes.

Montmorillonite clay catalysis. Part 14. A facile synthesis of 2-substituted and 2,2-disubstituted 1,3-benzodioxoles

A series of 2-substituted and 2,2-disubstituted 1,3-benzodioxoles have been synthesised by reaction of catechol and pyrogallol with corresponding aldehydes and ketones catalysed by montmorillonite KSF or K-10. The reactions are completed within 2.7-24 h to give satisfactory yields. Ketones give better yields than aldehydes, although highly sterically hindered ketones and diaryl ketones fail to react at all.

An Improved Method for the Synthesis of 2,2-disubstituted and 2-Monosubstituted 1,3-Benzodioxoles

The reactions of catechol with ketones and aldehydes have been studied and convenient procedures have been developed for the preparation of the title compounds in high yields.These products undergo virtually quantitative nitration at position 5, thus providing a source of derivatives substituted in the benzene ring.