22273-97-8

Upstream product

• 64-18-6 formic acid 
• 22273-96-7 1-ethynyl-4-methylcyclohexan-1-ol 
• 923-69-3 3,7-dimethyl-oct-6-enal-dimethylacetal 
• 7786-67-6 isopulegol 
• 61997-71-5 2-benzenesulfonyl-2-methyl-1-oxa-spiro[2.5]octane 
• 13674-37-8 2-(4-Methyl-1-cyclohexenyl)-1,2-propanediol 
• 43103-57-7 C₉H₁₅O⁽¹⁺⁾*F₆Sb^(1-) 
• 13557-25-0 1-(1-chloroethyl)phenyl sulfone 
• 589-92-4 1-methylcyclohexan-4-one 
• 7664-93-9 sulfuric acid 
• 13341-72-5 menthalactone 
• 72952-61-5 Ethyl 2-<1-(ethoxycarbonyl)-4-methyl-2-oxocyclohexyl>propionate 
• 13537-82-1 ethyl 4-methyl-2-cyclohexanone-1-carboxylate 
• 2385-77-5 (R)-Citronellal 

Downstream Products

• 3058-01-3 3-methyladipic acid 
• 1879-06-7 4-acetyl-1-methylcyclohexane 
• 24302-23-6 p-menth-3-en-8-ol 
• 22274-00-6 1-Acetyl-2-cyan-4-methyl-cyclohexan 
• 498-81-7 p-menthan-8-ol 
• 6252-33-1 4-isopropenyl-1-methylcyclohexane 

Relevant academic research and scientific papers

Access to Cycloalkeno[ c]-Fused Pyridines via Pd-Catalyzed C(sp2)-H Activation and Cyclization of N-Acetyl Hydrazones of Acylcycloalkenes with Vinyl Azides

A novel Pd(II)-catalyzed vinylic C-H activation and cyclization has been developed, reacting a series of small, medium, and large N-acetyl hydrazones of acylcycloalkenes with vinyl azides to access diverse cycloalkeno[c]-fused pyridine scaffolds. This protocol provides progress in C(sp2)-H bond activation of medium to large cycloalkenes, and the target products can be obtained in a specific regioselectivity with good functional group tolerance and a broad substrate scope.

Study of induced hypohalogenation of 1-alkyl(4-methylcyclohex-1-enyl) alkanones, and chemical transformations of the obtained compounds

Induced hydroxyhalogenation of alkyl cyclohexenyl ketones in the systems [MHlg-HX or HHlg]-H2O2 or (NaClO) was performed and the optimal conditions of this reaction were elucidated. It is established that in the system in situ is induced a hypohaloid acid HClO or HBrO is produced that then enters into electrophilic addition at the ring double bond affording hydroxyhalo derivatives of the cycloaliphatic ketones. The alkyl cyclohexenyl ketone chloro(bromo)hydrines and the oxiranes obtained from them are very reactive compounds and can be used as initial compounds for the synthesis of many individual organic compounds.

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.

Preparation stereoselective de methyle cetones α-bromees: stereochimie de l'addition d'anions en α d'un groupe sulfone sur des cyclohexanones monocycliques et steroidiques

This work describes stereochemical results obtained for the preparation of α-bromomethyl ketones or α-bromoaldehydes starting from monocyclic and steroid cyclohexanones, using the Durst method.In all the cases studied here, the bromine is introduced selectively in the equatorial position.However, for monocyclic compounds, the yields of α-bromocarbonyl compounds are limited by the competitive formation of α-ethylenic carbonyl compounds.