134022-45-0

Upstream product

• 16883-61-7 trimethylsilyl isobutyrate 
• 6689-38-9 (4-methoxyphenoxy)trimethylsilane 
• 150-76-5 4-methoxy-phenol 
• 2040-20-2 4-methoxyisobutyrophenone 
• 121-97-1 4-Methoxypropiophenone 
• 255042-69-4 4-methoxyphenyl 2-bromo-2-methylpropanoate 
• 1612216-60-0 4-methoxyphenyl 2-iodo-2-methylpropanoate 
• 97-72-3 2-Methylpropionic anhydride 
• 201230-82-2 carbon monoxide 
• 73086-84-7 1-isopropyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt 

Relevant academic research and scientific papers

Radical Carbonylation under Low CO Pressure: Synthesis of Esters from Activated Alkylamines at Transition Metal-Free Conditions

High CO pressure (> 40 bar) is usually needed in radical carbonylation reactions in the absence of metal catalyst. In this communication, we developed a transition-metal-free radical carbonylation of activated alkylamines with phenols and alcohols under low CO pressure (1—6 bar). Various esters were obtained in moderate to excellent yields under simple reaction conditions with good functional group compatibility.

Hafnium inspired activation of highly hindered anhydrides in the acylation of alcohols and polyols

A novel and highly efficient method for activating highly hindered acid anhydrides towards the acylation of alcohols and carbohydrate-derived polyols has been developed. This new method relies on the capacity of the hafnium triflate catalyst Hf(OTf)2 to activate highly hindered acid anhydrides, and to direct the acylation reaction. This new acylation protocol is mild and proceed at room temperature with low catalyst loading. The method is versatile and has been extended to different alcohol substrates with different steric encumbrance as well as carbohydrate-derived polyols to afford the corresponding ester products in good to excellent yields.

DMAP-based flexible polymer networks formed via Heck coupling as efficient heterogeneous organocatalysts

Two DMAP-based flexible polymer networks TPB-DMAP and TPA-DMAP have been successfully synthesized via palladium catalyzed Heck cross-coupling. The structures of these polymers were confirmed by solid state 13C CP/MAS and Fourier transform infrared spectroscopy (FTIR). Although both polymers have negligible surface areas, they exhibit excellent catalytic efficiency for the acylation of 1-phenylethanol with acetic anhydride due to their good swelling capacities. Utilized as a typical catalyst, the polymer TPA-DMAP shows high activities for acylation of a variety of alcohols to the corresponding esters. Moreover, the catalyst can be recycled at least ten times without obvious loss of catalytic activity.

On the synthesis, characterization and reactivity of n-heteroaryl-boryl radicals, a new radical class based on five-membered ring ligands

The synthesis and physical characterization of a new class of N-heterocycle-boryl radicals is presented, based on five membered ring ligands with a N(sp2) complexation site. These pyrazole-boranes and pyrazaboles exhibit a low bond dissociation energy (BDE; B-H) and accordingly excellent hydrogen transfer properties. Most importantly, a high modulation of the BDE(B-H) by the fine tuning of the N-heterocyclic ligand was obtained in this series and could be correlated with the spin density on the boron atom of the corresponding radical. The reactivity of the latter for small molecule chemistry has been studied through the determination of several reaction rate constants corresponding to addition to alkenes and alkynes, addition to O 2, oxidation by iodonium salts and halogen abstraction from alkyl halides. Two selected applications of N-heterocycle-boryl radicals are also proposed herein, for radical polymerization and for radical dehalogenation reactions.

Rhodium-catalyzed ketone methylation using methanol under mild conditions: Formation of α-branched products

The rhodium-catalyzed methylation of ketones has been accomplished using methanol as the methylating agent and the hydrogen-borrowing method. The sequence is notable for the relatively low temperatures that are required and for the ability of the reaction system to form α-branched products with ease. Doubly alkylated ketones can be prepared from methyl ketones and two different alcohols by using a sequential one-pot iridium- and rhodium-catalyzed process. Uniquely effective for making branched alkyl products from ketones (see scheme): The scope of the presented reaction includes aromatic and aliphatic ketones and consecutive one-pot double alkylation reactions to provide a convenient route to branched ketones from simple methyl ketones. A brief study into the mechanism of the reaction has given evidence for an aldol-based reaction pathway.

A New and Efficient Esterification Reaction via Mixed Anhydrides by the Promotion of a Catalytic Amount of Lewis Acid

In the presence of a catalytic amount of Lewis acid, various carboxylic esters or S-phenyl carbothioates are prepared in excellent yields by the respective reactions of equimolar amounts of silyl carboxylates and alkyl silyl ethers or phenyl silyl sulfides with 4-trifluoromethylbenzoic anhydride.

A New and Efficient Method for the Preparation of S-Phenyl Carbothioates via Mixed Anhydrides Using Active Titanium(IV) Salts

In the presence of a catalytic amount of titanium(IV) salt, various S-phenyl carbothioates are prepared in excallent yields by the reaction of nearly equimolar amounts of silyl derivatives of carboxylic acids and benzenethiols with p-trifluoromethylbenzoic anhydride.

Electrochemical generation and reactions of acyloxytriphenylphosphonium ions

Constant-current electrolysis, in an undivided cell, of Ph3P in the presence of a carboxylic acid in CH2Cl2 containing 2,6-lutidinium perchlorate as the supporting electrolyte was shown to generate the corresponding acyloxyphosphonium ion, Ph3P+-OCOR, which was converted in situ to esters, amides, and β-lactams under mild conditions.