95110-77-3

Upstream product

• 190065-72-6 1-chloro-4-(oct-1-yn-1-yl)benzene 
• 102116-17-6 2-Benzenesulfinyl-2-chloro-1-(4-chloro-phenyl)-octan-1-ol 
• 104-88-1 4-chlorobenzaldehyde 
• 70872-75-2 1-chloroheptyl phenyl sulfoxide 
• 95110-73-9 1,2-epoxy-1-(4-chlorophenyl)-2-phenylsulfinyloctane 

Relevant academic research and scientific papers

Ring size and nothing else matters: unusual regioselectivity of alkyne hydration by NHC gold(i) complexes

We have investigated the role of ring sizes and substituents in NHC ligands in some (NHC)Au(i) complexes in the hydration of internal alkynes. Despite the fact that using (NHC)Au(i) complexes in the hydration of diarylacetylenes leads to Markovnikov-type products, the precise tuning of ligands allows changing the regioselectivity in arylalkylacetylene hydration to the anti-Markovnikov-type.

Chlorotrimethylsilane and Sodium Iodide: A Useful Combination for the Regioselective Deoxygenation of Arylalkyl-α-Diketones

An efficient regioselective deoxygenation of arylalkyl-1,2-diketones by the couple trimethylsilylchloride/sodium iodide has been reported. In all cases, the deoxygenation takes place on the carbonyl group (Cα=O) proximal to the aromatic ring in methylene chloride at room temperature in good yields, furnishing a series of variously functionalized alkylbenzylketones. A large range of functional groups were well tolerated on the ortho-, meta- and para-positions by this mild process regardless of their electronic effects, demonstrating the general character of the present methodology. The trimethylsilylchloride/sodium iodide reducing process was also successfully applied to reduce α-ketoacid and α-ketoester substrates. (Figure presented.).

α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. I. A Novel Synthesis of Dialkyl Ketones and a Synthesis of Aldehydes from Ketones by One Carbon Elongation

Treatment of α,β-epoxy sulfoxides, prepared from 1-chloroalkyl phenyl sulfoxides with ketones or aldehydes, with sodium benzeneselenolate gives dialkyl ketones or aldehydes in good yields under mild conditions.The mechanism of this reaction and an application of this process to a formal total synthesis of dihydrojasmone are described.

A NOVEL SYNTHESIS OF DIALKYL KETONES AND α-SULFENYLATED CARBONYL COMPOUNDS FROM α,β-EPOXY SULFOXIDES

Treatment of α,β-epoxy sulfoides with excess sodium phenylselenide and various kinds of alkylthiolates gave dialkyl ketones and α-sulfenylated carbonyl compounds, respectively, in good yields under mild conditions.