153397-52-5

Upstream product

• 59325-17-6 ethyl benzyl(methyl)carbamate 
• 5342-91-6 2-methylisoindolin-1-one 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 103-67-3 benzyl-methyl-amine 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 85-44-9 phthalic anhydride 
• 1151-15-1 2-(4-methoxybenzoyl)benzoic acid 
• 74-89-5 methylamine 
• 550-44-7 N-methylphthalimide 
• 14774-77-7 p-methoxyphenyllithium 

Downstream Products

• 153397-54-7 1-(4-Methoxyphenyl)-2-methylisoindoline 
• 292048-26-1 3-chloro-3-(4-methoxy-phenyl)-2-methyl-2,3-dihydro-isoindol-1-one 
• 1265964-68-8 C₁₆H₁₅NO 
• 1265964-71-3 1-(4-methoxyphenyl)-2-methyl-3-phenylisoindole 

Relevant academic research and scientific papers

Tandem C(sp3)?H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones

Isoindolinones comprise an important class of medicinally active compounds. Herein we report a straightforward functionalization of isoindolinones with aryl bromides (22 examples) using a palladium(II) acetate/NIXANTPHOS-based catalyst system. Additionally 3-aryl-3-hydroxyisoindolinone derivatives, which exhibit anti-tumor activity, can be accessed via a tandem reaction. Thus, when the arylation product is exposed to air under basic conditions, in situ oxidation takes place to install the 3-hydroxy group. Furthermore, a tandem arylation/allylic substitution reaction is advanced in which both the arylation and allylic substitution are catalyzed by the same palladium catalyst. Finally, a tandem arylation/alkylation procedure is presented. These tandem reactions enable the synthesis of a variety of structurally diverse isoindolinone derivatives from common starting materials. (Figure presented.).

Integrated catalytic C-H transformations for one-pot synthesis of 1-arylisoindoles from isoindolines via palladium-catalyzed dehydrogenation followed by C-H arylation

A one-pot conversion of isoindolines to 1-arylisoindoles was established from palladium-catalyzed cascade C-H transformations, that is, the dehydrogenation of isoindolines to give isoindoles, with subsequent C-H arylation of the isoindoles.(Figure Presented)

A novel carbocationic species paired with tetrakis(pentafluorophenyl)borate anion in catalytic aldol reaction

The aldol reaction of several aldehydes with silyl enol ethers proceeded smoothly to give the corresponding aldols in good to high yields at -78 °C by using 1.0 mol% of a novel cationic species with tetrakis(pentafluorophenyl)borate anion.

Rearrangement of cis- and trans-2-Methyl-1-(substituted phenyl)isoindolinium 2-Methylides

Fluoride ion induced desilylation of cis-2-methyl-1-(substituted phenyl)-2-isoindolinium iodides cis-5 gave mixtures of the Sommelet-Hauser rearrangement products 7 and the Stevens products 8 in a ratio about 8.5:1.5.Similar treatments of the trans-isomer (trans-5) afforded exclusively 8.The pathways of the ylide rearrangement are discussed.