63382-59-2

Upstream product

• 771-98-2 1-Phenylcyclohexene 
• 108-24-7 acetic anhydride 
• 1600-27-7 mercury(II) diacetate 
• 64-19-7 acetic acid 
• 827-52-1 1-phenyl-1-cyclohexane 
• 1269247-15-5 C₂₂H₂₈OS 
• 74142-75-9 Acetic acid 3-oxo-2-phenyl-cyclohex-1-enyl ester 

Downstream Products

• 109379-98-8 (R)-(+)-2-phenyl-cyclohex-2-en-1-ol 

Relevant academic research and scientific papers

The Allylic Acetoxylation of 1,1-Disubstituted Alkenes Catalyzed by a Palladium(II)/Monothiadiazole Ligand System

A palladium(II)/monothiadiazole ligand catalytic system and its application in catalyzing the acetoxylation of 1,1-disubstituted alkenes have been developed. With this newly designed monothiadiazole thioether ligand, the reaction showed a broad scope with respect to 1,1-disubstituted olefins, giving the corresponding products in yields of 30-86percent.

Visible-Light Photoredox Catalyzed Dehydrogenative Synthesis of Allylic Carboxylates from Styrenes

The visible-light photoredox/[Co(III)] cocatalyzed dehydrogenative functionalization of cyclic and acyclic styryl derivatives with carboxylic acids is documented. The methodology enables the chemo- and regioselective allylic functionalization of styryl compounds, leading to allylic carboxylates (32 examples) under stoichiometric acceptorless conditions. Intermolecular as well as intramolecular variants are documented in high yields (up to 82%). A mechanistic rationale is also proposed on the basis of a combined experimental and spectroscopic investigation.

An acid-catalyzed formal allylic C-H oxidation of aryl cycloalkenes with N-propylthiosuccinimide

A mild acid-catalyzed formal allylic C-H oxidation of aryl cycloalkenes with N-propylthiosuccinimide in the presence of various nucleophiles to generate allylic ethers, esters, and sulfonamides is described. A possible reaction mechanism has been proposed.

Preparation of Allylic Acetates from Simple Alkenes by Palladium(II)-Catalyzed Acetoxylation

The scope and limitations of palladium-catalyzed allylic acetoxylation has been investigated, using benzoquinone-manganese dioxide as the reoxidation system.Unsubstituted cycloalkenes gave good to excellent yields of allylic acetates.Total yields were also good for many substituted cycloalkenes and for linear alkenes, but these substrates generally gave several isomeric acetates.The exploratory mechanistic studies show that the acetoxylation can proceed via both 1,2-acetoxypalladation and η3-allylpalladium complex formation.The keen balance between these processes depends on the structure of the alkene.

Oxidation by Cobalt(III) Acetate. Part 8. Effects of Substituents on Product Distributions in Oxidation of Aromatic Olefins by Cobalt(III) Acetate

Oxidation of aromatic olefins by cobalt(III) acetate in acetic acid under nitrogen gave both allylic acetates and glycol monoacetates.Disubstituted olefins were oxidized by the oxidant to give predominantly allylic acetates.Glycol monoacetates were minor products except for the case of 1-phenylisobutene which was slowly oxidized to give the corresponding glycol monoacetate.In the oxidation of tri- and tetra-substituted olefins, the yield of glycol monoacetate increased at the expense of that of allylic acetate.A mechanism, in which the reaction proceeds through a Co-co-ordinated radical kation formed by an one-electron abstraction from olefin by cobalt(III) acetate, is suggested.

Oxidation of Styrene Derivatives by S2O82--CuII in Acetic Acid and Acetonitrile. Reaction Paths in Oxidations via Radical Cations

β-Aryl carbonyl compounds are major products in the oxidation of a variety of styrene derivatives by S2O82--CuII.Evidence is presented that they arise via oxidation to a radical cation, nucleophilic addition of water to give a β-hydroxyalkyl radical, CuII oxidation to epoxide, and finally acid-catalyzed rearrangement.Data on oxidation of alkyl aromatics with additional functional groups are presented.With ether and amino groups, oxidation occurs at the functional group even when it is remote from the aryl nucleus.These and previous data are summarized to give a coherent picture of the various paths by which aryl side chains may be degraded via initial radical cation intermediates.

REDUCTION DES MONOACETATES D'ENOL DES METHYL-2 ET PHENYL-2 CYCLOHEXANEDIONES-1,3 EN MONOACETATES ALLYLIQUES ET CYCLOPENTANIQUES PAR LE ZINC ET HCl DANS L'ETHER ANHYDRE

Unlike the Clemmensen reduction of non-enolisable β-diketones, the reduction of the title acetoxy-enones does not involve the intermediate formation of cyclopropanediols.,