109949-63-5

Upstream product

• 108-42-9 3-chloro-aniline 
• 91-13-4 α,α'-dibromo-o-xylene 
• 612-14-6 phthalyl alcohol 
• 496-14-0 1,3-dihydroisobenzofuran 

Downstream Products

• 109949-76-0 2-(3-Chloro-phenyl)-2,3-dihydro-1H-isoindole; compound with 2,3,5,6-tetrabromo-[1,4]benzoquinone 
• 109949-67-9 2-(3-Chloro-phenyl)-2,3-dihydro-1H-isoindole; compound with 2,3,5,6-tetrachloro-[1,4]benzoquinone 
• 14778-29-1 1,1,2,2,-tetracyanoethane 
• 16082-71-6 N-(3-chlorophenyl)phthalimide 
• 37896-09-6 2-(3-chloro-phenyl)-3-hydroxy-2,3-dihydro-isoindol-1-one 

Relevant academic research and scientific papers

Phosphoryl chloride-mediated solvent-free synthesis of N-aryl-substituted azacycles from arylamines and cyclic ethers

A solvent- and metal-free protocol for preparation of N-aryl substituted azacycles from arylamines and cyclic ethers is described. In this method, the combination of POCl3 and DBU is crucial for conversion of arylamines and cyclic ethers to five- and six-membered azacycles. Without solvent, a variety of N-aryl-substituted, five-membered azacycles (pyrrolidines, 2-methylpyrrolidines, and piperidine) and six-membered azacycles (isoindolines and tetrahydroisoquinolines) are synthesized in high yields. This green method provides a sustainable and efficient approach for the preparation of azacycles from various cyclic ethers.

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.

Synthesis of 2-Arylisoindoline Derivatives Catalyzed by Reusable 1,2,4-Triazole Iridium on Mesoporous Silica through a Cascade Borrowing Hydrogen Strategy

Covalent attachment of a 1,2,4-triazole iridium complex to mesoporous MCM-41 generated a heterogeneous catalyst that was found to be effective in the synthesis of 2-aryl isoindolines, quinolines, cyclic amines, and symmetrical secondary amines through a cascade borrowing hydrogen strategy. Interestingly, the supported heterogeneous iridium catalyst prepared from the 1,2,4-triazole iridium complex and mesoporous MCM-41 exhibited high catalytic activity in the preparation of 2-aryl isoindoline derivatives and symmetrical secondary amines. The catalyst system is highly recyclable for at least five times. Besides the important effect of the triazole, iridium sites grafted on siliceous supports can act as multifunctional catalytic centers and thus greatly enhance the catalytic activity of the catalysts. Furthermore, mechanistic experiments revealed that the reaction is initiated by an initial alcohol dehydrogenation and promoted by an iridium hydride intermediate. Importantly, the direct detection of a diagnostic iridium hydride signal confirmed that the synthesis of 2-aryl isoindolines occurs by a borrowing hydrogen process. This work provides an efficient example of isoindolines synthesis through a borrowing hydrogen strategy.

Visible-light induced isoindoles formation to trigger intermolecular diels-alder reactions in the presence of air

Visible-light induced isoindole formation triggered an intermolecular Diels-Alder reaction with dienophiles such as acetylenedicarboxylate and maleimides in the presence of air. The reaction resulted in excellent diastereoselctivity and high yields under

An efficient method for the synthesis of 2, 3-dihydro-lH-isoindoles

The synthesis of Af-substituted 2, 3-dihydro-lH-isoindoles from α, α'-dibromo-o-xylene and various primary amines in basic medium under ambient conditions is described. Especially the selection of 1, 4-dioxane as solvent and sodium hydroxide as suitable base to maintain the homogeneity of the medium are key steps to promote the reaction efficiently. Primary alkyl amines react faster as compared to their aromatic analogues under the conditions studied. Irrespective of the starting amine used, all the reactions proceed smoothly and provide 2, 3-dihydro-lH-isoindoles derivatives in excellent yields compared to hitherto known methods.

CHARGE-TRANSFER COMPLEXES OF ISOINDOLINES WITH 1,4-BENZOQUINONES

Charge-transfer (CT) complexes of various N-arylisoindolines as donors with 1,4-benzoquinones as ?-acceptors have been studied spectrophotometrically.Effects of substituents