15025-23-7

Upstream product

• 91-13-4 α,α'-dibromo-o-xylene 
• 117135-94-1 2-cyclohexyl-isoindoline 
• 108-91-8 cyclohexylamine 
• 16859-59-9 3-hydroxy-1(3H)-isobenzofuranone 
• 2133-65-5 N-cyclohexylphthalimide 

Downstream Products

• 931370-38-6 C₂₈H₂₅ClN₂O 
• 931370-54-6 C₂₉H₂₈N₂O 
• 931370-23-9 C₂₉H₂₈N₂O 
• 931370-57-9 C₂₄H₂₆N₂O 
• 931369-96-9 C₂₃H₂₄N₂O 
• 1177391-68-2 3-(benzoylmethyl)-2-cyclohexyl-2,3-dihydro-1H-isoindol-1-one 
• 1177391-88-6 ethyl 2-(2-cyclohexyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetoacetate 
• 1177391-76-2 methyl 3-(2-cyclohexyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)pyruvate 
• 15026-23-0 2-Hydroxymethyl-N-cyclohexyl-benzamid 
• 15026-24-1 2-Hydroxymethyl-N-cyclohexyl-benzamid-p-nitrobenzoat 

Relevant academic research and scientific papers

Synthesis of Enantioenriched Phthalide and Isoindolinone Derivatives from 2-Formylbenzoic Acid

Transformations of 2-formylbenzoic acid provide direct access to a series of heterocyclic organic compounds such as phthalides and isoindolinones. Here, we use (+)-cinchonine as a catalyst in conjunction with nonafluoro-tert-butanol as a hydrogen-bond donor to afford enantiomerically enriched acylated 3-hydroxyphthalides with up to 99% yield and 90% ee through dynamic kinetic resolution. Moreover, various 3-alkoxyphthalides as well as 2-alkyl-3-hydroxy-1-isoindolinones were synthesized from 2-formylbenzoic acid.

An Oxidation Study of Phthalimide-Derived Hydroxylactams

A systematic study of the oxidation of 3-hydroxy-2-substituted isoindolin-1-ones (hy-droxylactams) and their conversion to the corresponding phthalimides was undertaken using three oxidants. Of special interest was the introduction of nickel peroxide (NiO2 ) as an oxidation system for hydroxylactams and comparison of its performance with the commonly used pyridinium chlorochromate (PCC) and iodoxybenzoic acid (IBX) reagents. Using a range of hydroxylactams, optimal conversions of these substrates to the corresponding imides was achieved with 50 equivalents of freshly prepared NiO2 in refluxing toluene over 5–32 h reaction times. By comparison, oxidations of the same substrates using PCC/silica gel (three equivalents) and IBX (three equivalents) required oxidation times of 1–3 h for full conversion but required lengthier purification. While nominal amounts (~25 mg) of substrate hydroxylactams were used to ascertain conversion, scale-up procedures using all three methods gave good to excellent isolated yields of imides.

Oxidative Desymmetrization of Isoindolines Realized by tert -Butyl Nitrite (TBN) Initiated Radical sp 3C-H Activation Relay (CHAR)

An oxidative desymmetrization of isoindolines was realized by TBN initiated radical sp 3C-H activation relay (CHAR), providing a series of ω-hydroxylactams in high yields. This reaction exhibits broad substrate scope and functional group tolerance, and even N -alkyl iso-indolines can be well tolerated. The mechanistic study shows that the C-H bond oxidation, dioxygen trapping and intramolecular 1,5-H shift might be the key steps to achieve the oxidative desymmetrization.

The Ultrasound-Promoted Aluminium Amalgam Reduction of Phthalimides to Hydroxy Lactams

A new method for the reduction of N-substituted phthalimides to the corresponding hydroxy lactams is described which utilizes aluminium amalgam and is promoted by high-intensity ultrasound.The ultrasonic irradiation serves to rapidly fragment the amalgam