32119-42-9

Upstream product

• 636-82-8 cyclohexene-1-carboxylic acid 
• 22589-13-5 pentamethyleneketene 
• 3839-89-2 diphenylsulfur diimide 
• 201230-82-2 carbon monoxide 
• 22524-46-5 cyclohex-1-en-1-yl 4-methylbenzenesulfonate 
• 62-53-3 aniline 
• 17497-53-9 1-iodo-1-cyclohexene 
• 36278-22-5 1-cyclohexenoyl chloride 
• 28075-50-5 cyclohex-1-en-1-yl trifluoromethane sulfonate 
• 28637-56-1 2,2-dimethyl-5,6,7,8-tetrahydro-4H-benzo[d][1,3]dioxin-4-one 
• 855428-14-7 2-Hydroxy-cyclohexanecarboxylic acid phenylamide 
• 51089-06-6 2-oxo-N-phenylcyclohexane-1-carboxamide 
• 127603-96-7 Methanesulfonic acid (1R,2S)-2-phenylcarbamoyl-cyclohexyl ester 

Downstream Products

• 80597-88-2 cyclohex-1-enecarbothioic acid phenylamide 
• 52514-09-7 cyclohex-1-enecarbonic acid methyl-phenyl-amide 
• 1007834-63-0 N-(cyclohex-1-enylmethyl)benzenamine 

Relevant academic research and scientific papers

Ligand-Controlled, Tunable Copper-Catalyzed Radical Divergent Trifluoromethylation of Unactivated Cycloalkenes

The Cu-catalyzed high-chemoselective trifluoromethylation reactions of unactivated cycloalkenes via the modulation of appropriate ligands have been explored. The Cu(I)/appropriate ligands-catalytic systems overcome the key challenge in differentiating two pathways involving radical intermediates and provide a ligand-controlled approach for site-specific spiro-aryltrifluoromethylation and chlorotrifluoromethylation to afford trifluoromethylated spiro-tetrahydroquinoline compounds and vicinal Cl-containing trifluoromethyl cycloalkanes. Moreover, compared with reported chlorine sources, 1,2-dichloroethane is used as more green and economical feedstock for chlorotrifluoromethylation. (Figure presented.).

Stereospecific Electrophilic Fluorocyclization of α,β-Unsaturated Amides with Selectfluor

An efficient fluorocyclization of α,β-unsaturated amides through a formal halocyclization process is developed. The reaction proceeds under transition-metal-free conditions and leads to the formation of fluorinated oxazolidine-2,4-diones with excellent regio- and diastereoselectivity. The evaluation of the reaction mechanism based on preliminary experiments and density functional theory calculations suggests that a synergetic syn-oxo-fluorination occurs and is followed by an anti-oxo substitution reaction. The reaction opens a new window in the field of stereospecific fluorofunctionalization.

Pd-Catalyzed Carbonylation of Vinyl Triflates to Afford α,β-Unsaturated Aldehydes, Esters, and Amides under Mild Conditions

An efficient and general protocol for the synthesis of α,β-unsaturated aldehydes, esters, and amides via carbonylation of vinyl triflates including derivatives of camphor, ketoisophorone, verbenone, and pulegone was developed. Crucial for these transformations is the use of a specific palladium catalyst containing a pyridyl-substituted dtbpx-type ligand. This procedure also allows for an easy access of dicarbonylated products from the corresponding ketones.

Direct annulations toward phosphorylated oxindoles: Silver-catalyzed carbon-phosphorus functionalization of alkenes

Silver screen: The AgNO3-catalyzed carbon phosphorylation of alkenes occurs by an alkene addition/cyclization cascade. Ag+ reacts with Ph2P(O)H to form the crucial active intermediate 1, which promotes the reaction. This method requires a cheap, nontoxic silver salt as the catalyst and substrates for the transformation are simple and readily accessible.

Metal-free synthesis of 3,3-disubstituted oxoindoles by iodine(III)-catalyzed bromocarbocyclizations

"I" did it: An iodine(III)-mediated bromocarbocyclization was elaborated as an efficient tool for the synthesis of oxoindoles. This method is applicable to a variety of structurally different substrates, also with chemically sensitive groups, and gives access to the heterocycles in a regio- and stereoselective fashion (see scheme). The indole-2-ones obtained can be converted easily into structurally complex target compounds, such as the alkaloid physostigmine. Copyright

Systematic study on the catalytic synthesis of unsaturated 2-ketocarboxamides: Palladium-catalyzed double carbonylation of 1-iodocyclohexene

1-Iodocyclohexene, a benchmark substrate, has been double carbonylated in the presence of palladium-phosphite precatalysts. Triarylphosphites with OR substituents, able to act both as P-monodentate and hemilabile P,O-heterobidentate ligands were used in t

Palladium catalyzed alkoxy- and aminocarbonylation of vinyl tosylates

Chemical equations presented. The palladium catalyzed alkoxycarbonylation and aminocarbonylation of vinyl tosylates are described. A variety of ketone and aldehyde derived vinyl tosylates may be carbonylated in the presence of primary, secondary, and tert