797762-47-1

Upstream product

• 18370-11-1 N-methyl-p-methylbenzamide 
• 98-80-6 phenylboronic acid 
• 18860-24-7 9-methylphenanthridine 
• 797762-41-5 N-(2-iodophenyl)-N,4-dimethylbenzamide 

Relevant academic research and scientific papers

The Tandem C-H/N-H Activation of N-Methyl Arylamide Catalyzed by Dinuclear Pd(II) Benzhydrazone Complex: A Concise Access to Phenanthridinone

A direct and efficient strategy for the synthesis of phenanthridinone from the coupling of N-methyl benzamide and aryl boronic acid via C-C/C-N bond formation catalyzed by a newly synthesized dinuclear palladium(II) complex has been reported. The unpreced

Carbene-catalyzed aerobic oxidation of isoquinolinium salts: Efficient synthesis of isoquinolinones

A mild and environmentally friendly carbene-catalyzed aerobic oxidation of isoquinolinium salts was successfully realized. Accordingly, a diverse set of isoquinolinones and phenanthridinones was efficiently prepared in good to excellent yields. The mechanistic study indicates that the formation of an aza-Breslow intermediate is the crucial step in this transformation. This reaction features ambient air as the sole oxidant and oxygen source, a broad substrate scope, and excellent functional-group tolerance and proceeds under mild reaction conditions. Furthermore, a highly efficient synthesis of bioactive molecules and natural products including N-methylcrinasiadine, N-isopentylcrinasiadine, N-phenethylcrinasiadine, isoindolo[2,1-b]isoquinolin-5(7H)-one, PJ-34, rac-Gusanlung D, rosettacin, 8-oxopseudopalmatine and ilicifoline B was accomplished.

Pd/Cu-Catalyzed aerobic oxidative aromatic C-H bond activation/N-dealkylative carbonylation towards the synthesis of phenanthridinones

It is important to achieve diverse functionalization of tertiary anilines due to their importance in biological molecules, pharmaceutical, functional materials, and ligands. A straightforward Pd/Cu-catalyzed oxidative C-H bond activation/N-dealkylative carbonylation of tertiary [1,1′-biphenyl]-2-anilines towards the synthesis of various biologically important phenanthridin-6(5H)-ones has been developed. A wide range of functional groups are well tolerated in this transformation. Moreover, O2 is utilized as the terminal oxidant to promote the oxidative carbonylation process.

Samarium(II)-mediated spirocyclization by intramolecular aryl radical addition onto an aromatic ring

(Chemical Equation Presented) Samarium(II)-mediated spirocyclization by intramolecular addition of aryl radicals onto an aromatic ring was achieved by the reaction of N-(2-iodophenyl)-N-alkylbenzamides with SmI2 in the presence of HMPA, yielding spirocyclic indolin-2-one derivatives. The ether congeners afford spirocyclic benzofuran derivatives in moderate yields by aryl radical addition onto a benzene ring without having an electron-withdrawing group. The reaction with other aryl groups such as naphthalene and indole rings is also described.

The first samarium(II)-mediated aryl radical cyclisation onto an aromatic ring

Intramolecular arylation of aryl radicals was mediated by SmI 2/HMPA in the presence of i-PrOH to give spirocycles and/or reduced cine-cyclised products, while the reaction in the absence of i-PrOH gave the rearomatised fused rings.