72927-80-1

Usage

InChI:InChI=1/C9H10O/c1-8-3-2-4-9(7-8)5-6-10/h2-4,6-7H,5H2,1H3

Upstream product

• 4819-77-6 1,1,2-triethoxyethane 
• 16619-29-7 3-(3-methylphenyl)-1-phenyl-2-propen-1-one 
• 1875-89-4 2-(3-methylphenyl)ethanol 
• 100-80-1 3-methylstyrene 
• 621-36-3 m-methylphenylacetic acid 
• 53088-69-0 methyl 3-methylphenylacetate 
• 766-82-5 1-ethynyl-3-methyl-benzene 
• 1428905-30-9 C₁₀H₁₂O 
• 587-03-1 3-methylbenzyl alcohol 
• 75-05-8 acetonitrile 
• 872-36-6 vinylene carbonate 
• 17933-03-8 m-tolylboronic acid 
• 620-23-5 m-tolyl aldehyde 
• 16619-29-7 phenyl m-methylstyryl ketone 

Downstream Products

• 1352708-04-3 N-(4-cyanophenyl)-2-oxo-2-(m-tolyl)acetamide 
• 1374667-34-1 2-oxo-2-(m-tolyl)-N,N'-di(p-tolyl)acetimidamide 
• 1603949-63-8 (E)-N¹,N³-bis(4-bromophenyl)-6-methyl-N³-(3-methylstyryl)-2-(m-tolyl)-1,2,3,4-tetrahydronaphthalene-1,3-diamine 
• 1603949-78-5 (E)-N¹,N³-bis(4-bromophenyl)-6-methyl-N³-(3-methylstyryl)-2-(m-tolyl)-1,2,3,4-tetrahydronaphthalene-1,3-diamine 
• 1070882-71-1 3,5-di-m-tolylpyridine 
• 4385-67-5 3-(3-methylphenyl)pyridine 
• 2947-60-6 3-methylbenzyl cyanide 
• 55755-17-4 2-(3-methylphenyl)ethylamine 
• 5330-67-6 2-amino-4-(3-methylphenyl)thiazole 
• 1454705-20-4 6-methyl-3-(m-tolyl)quinoline 
• 29304-61-8 6-methyl-1-phenylnaphthalene 

Relevant academic research and scientific papers

Synthesis method of phenylacetaldehyde derivative

The present invention discloses a synthesis method of phenylacetaldehyde derivative, a benzaldehyde derivative is adopted as a raw material, an intermediate 2-methoxyvinylphenyl derivative is obtained through synthesis, then the phenylacetaldehyde derivative is obtained through synthesis, and the substituent group R of the benzaldehyde derivative includes but is not limited to m-methyl, m-ethyl, m-nitrile group, p-methyl, o-methyl, o-nitro and 2, 6-dimethyl. The synthesis process is simple, synthesis conditions are mild, post-treatment is relatively simple, and industrial production is easy; the universality is good, and substrates with different functional groups are compatible; the yield is considerable, part of compounds are almost quantitatively converted, and the requirement of atom economy is met.

Copper-Catalyzed Ring-Opening/Reconstruction of Anthranils with Oxo-Compounds: Synthesis of Quinoline Derivatives

A copper-catalyzed protocol for the construction of various 2-aryl(alkyl)-3-acylquinolines or 3-arylquinolines using readily available anthranils and 1,3-diketones or aldehydes as starting materials is reported herein. Dioxygen as the sole oxidant and hexafluoroisopropanol as the solvent play an important role in both procedures. This ring-opening/reconstruction strategy involving N-O bond cleavage and C-N/C-C bond formation features high yields and broad substrate scope.

Synthesis of Arylacetaldehydes by Iridium-Catalyzed Arylation of Vinylene Carbonate with Arylboronic Acids

The one-step synthesis of arylacetaldehydes by carbon–carbon bond formation between formylmethyl and aryl groups has been realized by the reaction of vinylene carbonate with arylboronic acids in the presence of an iridium/bisphosphine catalyst and a catalytic amount of tetrahydroxydiboron.

Peroxygenase-Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media

Biocatalytic oxyfunctionalisation reactions are traditionally conducted in aqueous media limiting their production yield. Here we report the application of a peroxygenase in neat reaction conditions reaching product concentrations of up to 360 mM.

Application of an electron-transfer catalyst in light-induced aerobic oxidation of alcohols

The first heterogeneous photocatalysis system including a bipyridinium-based complex as the electron-transfer catalyst was developed for aerobic oxidation of alcohols without the use of any noble-metal, external N-oxide or peroxide co-oxidant. The current work provides an efficient strategy for alcohol oxidation through a cost-effective, convenient and eco-friendly route.

Biocatalytic Formal Anti-Markovnikov Hydroamination and Hydration of Aryl Alkenes

Biocatalytic anti-Markovnikov alkene hydroamination and hydration were achieved based on two concepts involving enzyme cascades: epoxidation-isomerization-amination for hydroamination and epoxidation-isomerization-reduction for hydration. An Escherichia coli strain coexpressing styrene monooxygenase (SMO), styrene oxide isomerase (SOI), ω-transaminase (CvTA), and alanine dehydrogenase (AlaDH) catalyzed the hydroamination of 12 aryl alkenes to give the corresponding valuable terminal amines in high conversion (many ≥86%) and exclusive anti-Markovnikov selectivity (>99:1). Another E. coli strain coexpressing SMO, SOI, and phenylacetaldehyde reductase (PAR) catalyzed the hydration of 12 aryl alkenes to the corresponding useful terminal alcohols in high conversion (many ≥80%) and very high anti-Markovnikov selectivity (>99:1). Importantly, SOI was discovered for stereoselective isomerization of a chiral epoxide to a chiral aldehyde, providing some insights on enzymatic epoxide rearrangement. Harnessing this stereoselective rearrangement, highly enantioselective anti-Markovnikov hydroamination and hydration were demonstrated to convert α-methylstyrene to the corresponding (S)-amine and (S)-alcohol in 84-81% conversion with 97-92% ee, respectively. The biocatalytic anti-Markovnikov hydroamination and hydration of alkenes, utilizing cheap and nontoxic chemicals (O2, NH3, and glucose) and cells, provide an environmentally friendly, highly selective, and high-yielding synthesis of terminal amines and alcohols.

One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions

A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.

Maleimide-assisted anti-Markovnikov Wacker-type oxidation of vinylarenes using molecular oxygen as a terminal oxidant

Arylacetaldehydes were successfully synthesized by the anti-Markovnikov Wacker-type oxidation of vinylarenes using 1 atm O2 as a terminal oxidant under mild conditions. Electron-deficient alkenes, such as maleic anhydride and maleimides, were effective additives and would operate as ligands to stabilize the Pd(0) species during the reaction.

Synthesis of 3-Arylpyridines via Palladium/Copper-Catalyzed Annulation of Allylamine/1,3-Propanediamine and Aldehydes

A novel and efficient method for the synthesis of 3-arylpyridines from allylamine/propanediamine and aldehydes by palladium/copper-catalyzed oxidative tandem cyclization has been developed. With this reaction, a series of desired 3-arylpyridines was synthesized in moderate yields via C-C/C-N bond formation and 6-endo/exo-trig cyclization.

Hypoiodite-catalyzed regioselective oxidation of alkenes: An expeditious access to aldehydes in aqueous micellar media

A highly anti-Markovnikov selective oxidation of alkenes based on in situ generated hypoiodite catalysis in aqueous micellar media under mild conditions has been described. This novel catalytic system realizes an efficient synthesis of aldehydes from alkenes in an economically viable and environmentally safe fashion. The preliminary mechanistic studies suggest that the reaction proceeds via tandem iodofunctionalization/1,2-aryl or alkyl migration. The scope and limitations of this tandem process are demonstrated with various mono- and disubstituted (terminal and internal) olefins.