19275-80-0

Upstream product

• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 64-19-7 acetic acid 
• 24175-87-9 2-acetoxy-1-phenyl-1propene 
• 67-56-1 methanol 
• 109-63-7 trifluoroborane diethyl ether 
• 76-03-9 trichloroacetic acid 
• 16169-88-3 1-phenylprop-2-ynyl acetate 
• 100-52-7 benzaldehyde 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 5910-25-8 3-phenylpentane-2,4-dione 
• 1073233-53-0 C₁₉H₂₀O₂ 
• 116119-86-9 (S)-(-)-1-phenylprop-2-yn-1-yl acetate 
• 1798-60-3 (R)-1-hydroxy-1-phenyl-2-propanone 
• 75-36-5 acetyl chloride 

Downstream Products

• 90-63-1 (RS)-1-hydroxy-1-phenylpropan-2-one 
• 1262149-40-5 C₁₁H₁₃NO₃ 
• 1855-09-0 1-phenyl-1,2-propandiol 
• 4773-35-7 1-chloro-1-phenylpropan-2-one 
• 1798-60-3 (R)-1-hydroxy-1-phenyl-2-propanone 
• 5703-17-3 1-phenyl-2-piperidin-1-yl-propan-1-one 

Relevant academic research and scientific papers

Homogeneous and Nanoparticle Gold-Catalyzed Hydrothiocyanation of Haloalkynes

The first homogeneous and heterogeneous nanoparticle gold-catalyzed addition of sulfur nucleophiles to alkynes was developed. More specifically, gold-catalyzed hydrothiocyanation of haloalkynes gave good yields and good stereoselectivity of vinyl thiocyanates. Furthermore, a sulfur-based gold catalyst (PPh3AuSCN) has shown a unique reactivity in gold-catalyzed reactions such as the cyclization of N-propargylic amides.

UN NOUVEAU MODE D'ACCES AUX Α-FLUOROCETONES: L'OXYDATION ANODIQUE DES ACETATES D'ENOL EN PRESENCE D'IONS FLUORURES

We describe a new route to α-fluoroketones: anodic oxidation of enol-acetates in presence of Et3N, 3HF as agent of fluorination and supporting-electrolyte.

Gold(I) Complexation of Phosphanoxy-Substituted Phosphaalkenes for Activation-Free LAuCl Catalysis

The phosphanoxy-substituted phosphaalkene bearing the P=C?O?P skeleton can be prepared from diphosphene Mes*P=PMes* (Mes=2,4,6-tBu3C6H2), and their use for catalysis is of interest. In this paper, complexation of the phosp

Direct Evidence for the Origin of Bis-Gold Intermediates: Probing Gold Catalysis with Mass Spectrometry

Gold-catalyzed alkyne hydration was studied by using in situ reacting mass spectrometry (MS) technology. By monitoring the reaction process in solution under different conditions (regular and very diluted catalyst concentrations, different pH values) and examining the reaction occurrence in the early reaction stage (1–2 ms after mixing) with MS, we collected a series of experimental evidence to support that the bis-gold complex is a potential key reaction intermediate. Furthermore, both experimental and computational studies confirmed that the σ,π-bis-gold complexes are not active intermediates toward nucleophilic addition. Instead, formation of geminally diaurated complex C is crucial for this catalytic process.

Silica-Supported Phosphine–Gold Complexes as an Efficient Catalytic System for a Dearomative Spirocyclization

The combination of metal catalyst and inorganic silica frameworks provides a greener approach to recyclable catalysis. In this study, three phosphine–gold chloride complexes have been successfully covalently grafted onto chiral silica nanohelices. The resulting 3D ensembles showed chiroptical properties that allowed the monitoring of the supported ligands. The heterogeneous gold chloride catalysts in cooperation with silver triflate exhibited high reactivity in various reactions, especially in the spirocyclization of aryl alkynoate esters, for which a catalytic loading of 0.05 mol % could be employed. The heterogeneous catalysts could be easily recovered and recycled seven or eight times without any loss of efficiency. By adding more silver triflate, 25 cycles with full conversion were achieved owing to a complex catalytic system based on silica and metallic species.

A heterogeneous gold(I)-catalyzed regioselective hydration of propargyl acetates toward α-acyloxy methyl ketones

A heterogeneous gold(I)-catalyzed regioselective hydration of propargyl acetates has been developed that proceeds smoothly in 1,4-dioxane at room temperature in the presence of 1 mol% diphenylphosphine-modified MCM-41-anchored gold(I) complex [Ph2P-MCM-41-AuSbF6] as catalyst and provides an efficient and practical approach for the synthesis of a variety of α-acyloxy methyl ketones with high atom economy, good to excellent yield, and high functional group tolerance. This new immobilized gold(I) catalyst can readily be obtained by a simple preparative procedure from commercially available reagents, and recovered via a filtration process and reused at least seven times without apparent loss of activity.

Coinage Metal (Bisfluorosulfonyl)imide Complexes: Preparation, Characterization, and Catalytic Applications

Triflate (–OTf) and triflimide (–NTf2) represent two most widely used weakly coordinating counteranions in transition metal catalysis, yet their high price hinders large-scale application. Herein, we report the preparation, characterization, and catalytic applications of silver(I), gold(I), and copper(II) (bisfluorosulfonyl)imide (–FSI) complexes, showing –FSI as a low cost alternative of –OTf and –NTf2. These complexes, including AgFSI·2MeCN (1), AgFSI·MeCN (2), AgFSI·H2O (3), (AgFSI)6·(H2O)4 (4), AgFSI (5), LAuFSI (6a–6e), and CuFSI2·4H2O (7), are prepared conveniently starting from KFSI, an inexpensive chemical, and shown interesting structural features and some unprecedented coordination modes. In comparison with the corresponding coinage metal triflimides, the FSI complexes have exhibited comparable or better catalytic performance in a series of the model chemical transformations.

Syntheses and Structures of d10 Coinage Metal Complexes of Electron-Accepting Phosphine Ligands Featuring a 3,3,4,4,5,5-Hexafluorocyclopentene Framework

Cu(I), Ag(I), and Au(I) complexes of monophosphine or bisphosphine ligands based on the 3,3,4,4,5,5-hexafluorocyclopentene skeleton were synthesized and structurally characterized by X-ray crystallographic analysis. The electron-withdrawing nature of these polyfluorinated phosphines was experimentally revealed via UV/vis absorption studies and crystal structure analysis. Successful catalytic application of the Au(I) complex for alkyne hydration reactions was investigated.

Stereoselective Catalytic Synthesis of Alkynylated Phosphaethenes Leading to Activation-Free Gold Catalysis

The π-accepting property of alkene-like phosphaethenes (–P=Ca sterically encumbered gem-dibromophosphaethene by a Sonogashira process has been accomplished, and the corresponding 2-alkynyl-2-bromo-1-phosphaethenes were obtained. Subsequent arylation of the 2-alkynyl-2-bromo-1-phosphaethenes by the palladium version of the Kumada–Tamao–Corriu (KTC) reaction gave the corresponding 2-alkynyl-2-aryl-1-phosphaethenes through an inversion of the configuration. The 2-alkynyl-2-aryl-1-phosphaethenes were converted into the corresponding chloro-gold(I) complexes, and screening of their catalytic activity revealed that both appropriate π-conjugative substituents and the stereochemistry were decisive for the efficiency of the gold-catalyzed reactions under activation-free conditions. Chloro-gold complexes bearing 2,2-diaryl-1-phosphaethene ligands showed moderate-to-good catalytic activity.

Hypervalent Iodine as a Terminal Oxidant in Wacker-Type Oxidation of Terminal Olefins to Methyl Ketones

A mimic of the Wacker process for C=O bond formation in terminal olefins can be initiated by a combination of the Pd(II) and hypervalent iodine reagent, Dess-Martin periodinane to generate methyl ketones. This operationally simple and scalable method offers Markovnikov selectivity, has good functional group compatibility, and is mild and high yielding.