1598385-86-4

Upstream product

• 520-03-6 N-phenylphthalimide 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 62-53-3 aniline 
• 18167-15-2 3-hydroxy-2-phenylisoindolin-1-one 

Downstream Products

• 1598385-87-5 3-(1-methyl-1H-indol-3-yl)-2-phenyl-3-(trifluoromethyl)isoindolin-1-one 
• 1598385-88-6 3-(2,4-dimethoxyphenyl)-2-phenyl-3-(trifluoromethyl)isoindolin-1-one 

Relevant academic research and scientific papers

Divergent pathways for reactions of CF3-containing Isobenzofuran-1-ones and amines

Unprecedented isobenzofuran-1-ones (phthalides) with CF3 and ethoxy groups both at the 3-position were readily synthesized from the corresponding aromatic 1,2-diesters and reacted with a variety of primary amines to find out convenient conversion to the corresponding γ-lactams, while secondary amines behaved in a totally different manner to affect the net substitution reactions for the EtO moiety, where characteristics of the strongly electron-withdrawing CF3 group was considered to play a significantly important role.

Carbonylation Access to Phthalimides Using Self-Sufficient Directing Group and Nucleophile

Herein we report a novel palladium-catalyzed oxidative carbonylation reaction for the synthesis of phthalimides with high atom- and step-economy. In our strategy, the imine and H2O, which are generated in situ from the condensation of aldehyde and amine, serve as self-sufficient directing group and nucleophile, respectively. This method provides rapid access to phthalimides starting from readily available materials in a one-pot manner. Various phthalimide derivatives are constructed efficiently, including medicinally and biologically active phthalimide-containing compounds.

One-pot cascade trifluoromethylation/cyclization of imides: Synthesis of α-trifluoromethylated amine derivatives

Tryptamine- and phenethylamine-derived imides were selectively monotrifluoromethylated using CF3TMS. Subsequent methanesulfonic acid mediated cyclization of the intermediate hemiaminals afforded the α-trifluoromethylated amine derivatives via the formation of trifluoromethylated acyliminium ions, in one pot. The strategy was applicable to the both inter- and intramolecular versions. Furthermore, the utility of the present method was demonstrated through the synthesis of trifluoromethylated analogues of harmicine and crispine A.