4382-91-6

Upstream product

• 120-57-0 piperonal 
• 122504-90-9 5-(Bromo-phenyl-methyl)-benzo[1,3]dioxole 
• 100-58-3 phenylmagnesium bromide 
• 108-86-1 bromobenzene 
• 934-56-5 trimethyl(phenyl)stannane 
• 98-80-6 phenylboronic acid 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 100-52-7 benzaldehyde 
• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 5876-51-7 5-iodo-1,3-benzodioxole 
• 100-51-6 benzyl alcohol 
• 111-87-5 octanol 
• 94839-07-3 3,4-(methylenedioxy)-benzeneboronic acid 

Downstream Products

• 84598-13-0 5--benzylbenzo[d][1,3]dioxole 
• 1032583-04-2 N-(benzo[d][1,3]dioxol-5-yl(phenyl)methyl)-4-methylbenzenesulfonamide 
• 1426578-34-8 C₁₅H₁₄O₃ 
• 861586-76-7 3-(benzo[d][1,3]dioxol-5-yl)-1,3-diphenylpropan-1-one 
• 1613458-37-9 3-(benzo[d][1,3]dioxol-5-yl)-3-phenyl-1-p-tolylpropan-1-one 
• 1613458-38-0 1,3-di(benzo[d][1,3]dioxol-5-yl)-3-phenylpropan-1-one 
• 1613458-39-1 3-(benzo[d][1,3]dioxol-5-yl)-1-(naphthalen-1-yl)-3-phenylpropan-1-one 
• 1608462-18-5 5-(1-phenylbut-3-enyl)benzo[d][1,3]dioxole 
• 122505-10-6 (Benzo[1,3]dioxol-5-yl-phenyl-methanesulfonyl)-diazo-acetic acid ethyl ester 
• 122505-19-5 6,6-Dioxo-7-phenyl-6,7-dihydro-5H-6λ⁶-thieno[3',4':4,5]benzo[1,2-d][1,3]dioxole-5-carboxylic acid ethyl ester 
• 122504-96-5 (Benzo[1,3]dioxol-5-yl-phenyl-methanesulfonyl)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Bio-inspired asymmetric aldehyde arylations catalyzed by rhodium-cyclodextrin self-inclusion complexes

Transition-metal catalysts are powerful tools for carbon-carbon bond-forming reactions that are difficult to achieve using native enzymes. Enzymes that exhibit inherent selectivities and reactivities through host-guest interactions have inspired widesprea

Catalytic Aldehyde and Alcohol Arylation Reactions Facilitated by a 1,5-Diaza-3,7-diphosphacyclooctane Ligand

We report a catalytic method to access secondary alcohols by the coupling of aryl iodides. Either aldehydes or alcohols can be used as reaction partners, making the transformation reductive or redox-neutral, respectively. The reaction is mediated by a Ni catalyst and a 1,5-diaza-3,7-diphosphacyclooctane. This P2N2ligand, which has previously been unrecognized in cross-coupling and related reactions, was found to avoid deleterious aryl halide reduction pathways that dominate with more traditional phosphines and NHCs. An interrupted carbonyl-Heck type mechanism is proposed to be operative, with a key 1,2-insertion step forging the new C-C bond and forming a nickel alkoxide that may be turned over by an alcohol reductant. The same catalyst was also found to enable synthesis of ketone products from either aldehydes or alcohols, demonstrating control over the oxidation state of both the starting materials and products.

An Efficient Ga(OTf)3/Isopropanol Catalytic System for Direct Reduction of Benzylic Alcohols

This study aims to report the first gallium-catalyzed direct reduction of benzylic alcohols using isopropanol as a reductant. The reaction proceeds via gallium catalyst-assisted hydride transfer of the in situ-generated benzylic isopropyl ether. The method generates only water and acetone as byproducts and thus provides an atom-economic and environmentally friendly approach to the synthesis of di- and triarylmethanes, which are important substructures in various bioactive compounds and functional materials. (Figure presented.).

Synthesis of piperonyl triazoles as anti-microbial agents

Synthesis of a series of 1,4-substitued triazoles has been accomplished starting from piperonyl alcohols prepared by the addition reaction of piperonal with Grignard reagent. Key features of the synthesis include ZrCl4 catalyzed nucleophilic su

Synthesis of piperonyl triazoles as anti-microbial agents

Synthesis of a series of 1,4-substitued triazoles has been accomplished starting from piperonyl alcohols prepared by the addition reaction of piperonal with Grignard reagent. Key features of the synthesis include ZrCl4 catalyzed nucleophilic su

Coupling of aromatic aldehydes with aryl halides in the presence of nickel catalysts with diazabutadiene ligands

Nickel catalysts with diazabutadiene ligands promote cross-coupling of benzaldehydes with aryl halides in the presence of zinc as reducing agent, which leads to the corresponding benzhydrols and benzophenones. The benzophenone percentage considerably increases when lithium chloride additive is used.

UV light-mediated difunctionalization of alkenes through aroyl radical addition/1,4-/1,2-Aryl shift cascade reactions

UV light-mediated difunctionalization of alkenes through an aroyl radical addition/1,4-/1,2-aryl shift has been described. The resulted aroyl radical from a photocleavage reaction added to acrylamide compounds followed by cyclization led to the formation of oxindoles, whereas the addition to cinnamic amides aroused a unique 1,4-aryl shift reaction. Furthermore, the difunctionalization of alkenes of prop-2-en-1-ols was also achieved through aroyl radical addition and a sequential 1,2-aryl shift cascade reaction.

Selective arylation of aldehydes with di-rhodium(II)/NHC catalysts

Here is described the preparation of four new rhodium(II) complexes bearing axial NHC ligands. The presence of electron-withdrawing bridging ligands resulted in an enhanced reactivity in the arylation of aldehydes with boronic acids when compared with the tetraacetate counterparts. Complex 15 (Rh 2tfa4(IPr)2) proved to be the most active catalyst for this transformation allowing the selective conversion of aromatic, aliphatic and vinyl aldehydes into the respective alcohols in excellent yields. It was demonstrated that the good group tolerance could be further extended to aromatic and conjugated ketones. DFT calculations carried out on this system showed the complementarily of the bridging ligands and axial ligand in these dinuclear complexes. It was also disclosed that Rh(II)/NHC catalytic system can promote the racemization of 1-phenyl ethanol.

Palladium-imidazolinium carbene-catalyzed arylation of aldehydes with arylboronic acids in water

The catalytic arylation of aldehydes with arylboronic acids in only water was found to be achieved using the palladium/thioether-imidazolinium chloride system in good to excellent yields. This catalytic process showed high tolerance for a broad range of substrates, giving a variety of carbinol derivatives with 2.0-3.0 mol % of the catalyst.