136613-01-9

Upstream product

• 596-31-6 methoxytriphenylmethane 
• 108164-51-8 1,1-diethylthio-4-phenylcyclohexane 
• 67-56-1 methanol 
• 4894-75-1 1-phenyl-4-cyclohexanone 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 827-52-1 1-phenyl-1-cyclohexane 
• 4994-16-5 4-phenylcyclohexene 
• 87143-17-7 4-phenyl-1-methylenecyclohexane 

Relevant academic research and scientific papers

Development and Mechanistic Studies of the Iridium-Catalyzed C?H Alkenylation of Enamides with Vinyl Acetates: A Versatile Approach for Ketone Functionalization

Ketone functionalization is a cornerstone of organic synthesis. Herein, we describe the development of an intermolecular C?H alkenylation of enamides with the feedstock chemical vinyl acetate to access diverse functionalized ketones. Enamides derived from various cyclic and acyclic ketones reacted efficiently, and a number of sensitive functional groups were tolerated. In this iridium-catalyzed transformation, two structurally and electronically similar alkenes—enamide and vinyl acetate—underwent selective cross-coupling through C?H activation. No reaction partner was used in large excess. The reaction is also pH- and redox-neutral with HOAc as the only stoichiometric by-product. Detailed experimental and computational studies revealed a reaction mechanism involving 1,2-Ir-C migratory insertion followed by syn-β-acetoxy elimination, which is different from that of previous vinyl acetate mediated C?H activation reactions. Finally, the alkenylation product can serve as a versatile intermediate to deliver a variety of structurally modified ketones.

Synthesis of Functionalized Aliphatic Acid Esters via the Generation of Alkyl Radicals from Silylperoxyacetals

We describe a catalytic method for the synthesis of a variety of functionalized aliphatic acid esters using silylperoxyacetals, which are versatile alkyl radical precursors with a terminal ester moiety. In the presence of an appropriate transition-metal catalyst, the in situ generation of alkyl radicals and the subsequent bond-forming process proceeds smoothly to afford synthetically valuable aliphatic acid derivatives. The present method can be applied to the efficient synthesis of a pharmaceutically important 1,1-diarylalkane motif. In addition, a novel strategy for the synthesis of structurally diverse hydroxy acid derivatives via a C?O bond formation process that utilizes TEMPO has been developed.

As the carrier modified agent and a gelling agent cyclohexyl - mannitol double-ketal derivatives

Disclosure herein are cycylhexyl-mannitol diketal derivatives as vehicle modifiers and gelators having a formula of: wherein each R1 and R2 is independently alkyl, aryl, arylalkyl, alkaryl, or halogen; m is from 1 to 10; and n is from 1 to 10.

Mild acetalisation of mono and dicarbonyl compounds catalysed by titanium tetrachloride. Facile synthesis of β-keto enol ethers

The use of TiCl4, as a catalyst for the acetalisation, at room temperature, of carbonyl compounds is reported. Cyclic ketones and cyclic 1,4-diketones easily afford dimethyl acetals, but cyclic 1,3-diketones give β-keto enol ethers. Additionally, aryl ketones and acyclic ketones failed to react. β-keto aldehydes can be monoprotected either as β-keto enol ethers or β-keto dimethyl acetals depending on the reaction time and catalyst amount. Some mechanistic features are accounted for.

A Convenient Method for the Hydrolysis of Diethylthioacetals Catalyzed by Trityl Perchlorate

Treatment of diethylthioacetals with two equivalents of trityl methyl ether in the presence of a catalytic amount of trityl perchlorate, and successive quenching with aqueous sodium hydrogencarbonate gave parent carbonyl compounds, hydrolyzed products, in high yields under mild conditions.According to this method, it is also possible to hydrolyze diethylthioacetals selectively even when another thioacetal, such as 1,3-dithiane, coexisted in the same molecule.