30857-53-5

Upstream product

• 141-75-3 butyryl chloride 
• 110-83-8 cyclohexene 
• 107-92-6 butyric acid 
• 114501-42-7 2-Benzenesulfinyl-2-propyl-1-oxa-spiro[2.5]octane 
• 114827-59-7 1-Cyclohex-1-enyl-4-phenylselanyl-butan-1-one 
• 108-94-1 cyclohexanone 
• 927-77-5 n-propylmagnesium bromide 
• 1855-63-6 cyclohex-1-enecarbonitrile 

Downstream Products

• 95546-73-9 (1-Amino-5-propyl-6,7,8,9-tetrahydro-thieno[2,3-c]isoquinolin-2-yl)-phenyl-methanone 
• 81342-17-8 1-(1,2-dichlorocyclohexyl)butan-1-one 
• 1188906-06-0 1-(1,2-dibromocyclohexyl)butan-1-one 
• 81342-17-8 1-((1S,2R)-1,2-Dichloro-cyclohexyl)-butan-1-one 
• 95546-98-8 1-propyl-4-cyano-5,6,7,8-tetrahydro-3(2H)-isoquinolinethione 

Relevant academic research and scientific papers

Iron Catalyzed Highly Enantioselective Epoxidation of Cyclic Aliphatic Enones with Aqueous H2O2

An iron complex with a C1-symmetric tetradentate N-based ligand catalyzes the asymmetric epoxidation of cyclic enones and cyclohexene ketones with aqueous hydrogen peroxide, providing the corresponding epoxides in good to excellent yields and enantioselectivities (up to 99% yield, and 95% ee), under mild conditions and in short reaction times. Evidence is provided that reactions involve an electrophilic oxidant, and this element is employed in performing site selective epoxidation of enones containing two alkene sites.

Induced halogenation of alkyl cyclohexenyl ketones involving metal halides, hydrohalogenic acids, and hydrogen peroxide

The induced halogenation and hydroxyhalogenation of alkyl cyclohexenyl ketones in a system [MHlg + HHlg or HHlg]-H2O2 or in NaOCl was performed and optimum reaction conditions were established. Under mild conditions the electrophilic addition of the halogen or the acid occurred at the multiple bond of the ring with the formation of the corresponding dihalo or hydroxyhalo derivatives of cycloaliphatic ketones. From the compounds obtained epoxy- and dioxyketones of aliphatic series were prepared. Chloro(bromo)hydrins of ketones from the alkylcyclohexane series and oxiranes based thereon are reactive compounds and can be employed as synthons in the organic synthesis.

A Novel Synthesis of Methylenecyclopropane Spiro-Linked with Cycloalkanes via a Cyclization of Allylic Epoxides and Its Application to a Synthesis of Fused 3-Methylfurans

Ring closure of allylic epoxides derived from 1-chloroalkyl phenyl sulfoxides and cyclic ketones with lithium diisopropylamide (LDA) in 3-Exo-Tet mode gave spiro-linked methylenecyclopropanes having a hydroxyl group in good yields.Oxidation of these compounds gave ketones, which were then treated with p-toluenesulfonic acid in 1,4-dioxane or DMSO at 100 deg C to give fused 3-methylfurans in good overall yields.This procedure was applied to a synthesis of menthofuran from 4-methylcyclohexanone.

A Novel Method of Annulation through α,β-Epoxy Sulfoxides with the Aid of Intramolecular Radical Cyclization

A novel method of annulation was realized from ketones through α,β-epoxy sulfoxides with the aid of endo-type intramolecular radical cyclization.In these reactions 1-chloroalkyl phenyl sulfoxides having phenylseleno group on an end of the alkyl group acted as synthons of the annulation.

Novel Acylation of Aliphatic Olefins Promoted by Active Zinc Compounds

It was found that acylation of a variety of aliphatic olefins with acid chlorides is efficiently promoted by active zinc compounds, which were prepared from a Zn/Cu couple and alkyl iodides.The crude product mixtures were subsequently treated with 1 M KOH in methanol or were subjected to catalytic hydrogenation to afford the corresponding α,β-unsaturated or saturated ketones in good to moderate yields.It was also shown that the reaction fully follows the Markovnikov rule.