15836-66-5

Upstream product

• 349110-28-7 N-benzyl-2-iodo-N-methylbenzamide 
• 59325-17-6 ethyl benzyl(methyl)carbamate 
• 5342-91-6 2-methylisoindolin-1-one 
• 108-86-1 bromobenzene 
• 103-67-3 benzyl-methyl-amine 
• 138883-38-2 N-[(2-bromophenyl)methyl]benzamide 
• 98-88-4 benzoyl chloride 
• 16780-82-8 2-benzoylbenzaldehyde 
• 74-89-5 methylamine 
• 18019-57-3 2'-benzoylacetophenone 
• 622-29-7 N-Benzylidenemethylamine 
• 606-28-0 methyl o-benzoylbenzoate 
• 96-31-1 N,N'-Dimethylurea 
• 85-52-9 2-Benzoylbenzoic acid 

Downstream Products

• 4276-24-8 1,3-diphenyl-2-methylisoindole 

Relevant academic research and scientific papers

Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation

A new and practical method for the generation of aryl radicals from aryl halides is reported. Rongalite as a novel precursor of super electron donors was used to initiate a series of electron-catalyzed reactions under mild conditions. These transition-metal-free radical chain reactions enable the efficient formation of C-C, C-S, and C-P bonds through homolytic aromatic substitution or SRN1 reactions. Moreover, the synthesis of antipsychotic drug Quetiapine was performed on gram scale through the described method. This protocol demonstrated its potential as a promising arylation method in organic synthesis.

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.).

A convenient synthesis of 2-alkyl-3-aryl-2,3-dihydro-1H-isoindol-1-ones by the reaction of N-alkyl-N-[(2-bromophenyl)methyl]benzamides with butyllithium

An unprecedented and convenient synthetic approach to 2,3-dihydro-1H-isoindol-1-one (isoindolinone) derivatives has been developed. The key and final step of the method is the reaction of N-alkyl-N-(o-bromobenzyl)benzamides with butyllithium in THF at ?78

N-Capping of primary amines with 2-Acylbenzaldehydes to give isoindolinones

A unique reactivity pattern, first observed in the conversion of the marine natural product pestalone into pestalachloride A, was investigated. It was shown that 2-formyl-arylketones smoothly react with ammonia and primary amines, respectively, under mild

Aza-Nazarov reaction and the role of superelectrophiles

The superacid-catalyzed reactions of N-acyliminium ion salts have been studied. The new conversions are remarkably similar to the Nazarov reaction and dicationic superelectrophilic species are thought to be involved. Experimental studies show that the cyc

Formation of Isoindoline Derivatives from o-Bromoacetylbenzophenones

o-Dibromoacetylbenzophenone, 2 or o-bromoacetylbenzophenone 3 reacted with aqueous ammonia to produce 3-phenylisoindolin-1-one 5.The reaction of 3 with methylamine afforded 3-hydroxy-2-methyl-3-phenyl-isoindolin-1-one 4 and 2-methyl-3-phenylisoindolin-1-o

HYDROXYIMINOISOQUINOLIN-3(2H)-ONES, VIII. ACID-CATALIZED RING CONTRACTION AND SEMMLER-WOLFF TYPE REARRANGEMENT

The refluxing of 4-hydroxyimino-1,4-dihydroisoquinolin-3(2H)-ones (1a-e) with formic acid resulted in a hitherto unknown rearrangement to give 4-formamidoisoquinolin-3(2H)-ones (2a-e).Acetylation of the deformylated compound (3) with acetic anhydride in a