189949-64-2

Upstream product

• 136918-14-4 phthalimide 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 2417-73-4 methyl 2-bromomethylbenzoate 
• 118-29-6 2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione 
• 1074-82-4 potassium phtalimide 

Downstream Products

• 219796-58-4 3-hydroxy-2-[2-(1-hydroxy-1-methyl-ethyl)-benzyl]-3-methyl-2,3-dihydro-isoindol-1-one 
• 61088-45-7 methyl 2-(aminomethyl)benzoate 
• 1026638-50-5 N-Butyl-2-(1-hydroxy-3-oxo-1,3-dihydro-isoindol-2-ylmethyl)-benzamide 
• 203264-37-3 2-(1-Amino-3-oxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoic acid methyl ester 
• 203264-27-1 3-(4-chloroanilino)-2,3-dihydro-2-(2-methoxycarbonylbenzyl)-1H-isoindol-1-one 
• 203264-26-0 2,3-dihydro-3-(4-methylanilino)-2-(2-methoxycarbonylbenzyl)-1H-isoindol-1-one 
• 203264-31-7 3-(4-chloroanilino)-2,3-dihydro-2-(2-carboxybenzyl)-1H-isoindol-1-one 
• 203264-25-9 2,3-dihydro-3-anilino-2-(2-methoxycarbonylbenzyl)-1H-isoindol-1-one 
• 203264-30-6 2,3-dihydro-3-(4-methylanilino)-2-(2-carboxybenzyl)-1H-isoindol-1-one 
• 203264-29-3 2,3-dihydro-3-anilino-2-(2-carboxybenzyl)-1H-isoindol-1-one 
• 189949-67-5 2,3-dihydro-3-hydroxy-2-(2-carboxybenzyl)-1H-isoindol-1-one 
• 189949-65-3 2,3-dihydro-3-hydroxy-2-(2-methoxycarbonylbenzyl)-1H-isoindol-1-one 

Relevant academic research and scientific papers

NOVEL NITROGENOUS COMPOUND AND USE THEREOF

A novel nitrogen-containing compound effective against diseases such as HIV viral infectious diseases, rheumatism, and cancerous metastasis. It is a nitrogen-containing compound represented by the following general formula (1). In the formula, A typically represents a group represented by the formula (2) (A1 is hydrogen or an optionally substituted, mono- or polycyclic, heteroaromatic or aromatic ring; G1 is a single bond or a hydrocarbon group represented by the following formula (3) wherein R1, R2, and R3 may be optionally substituted hydrocarbon groups); W is an optionally substituted hydrocarbon group or heterocyclic ring; x is -C(=O)NH-; y is -C(=O)-; and D1 is hydrogen atom, alkyl having a polycyclic aromatic ring, di (substituted alkyl)amine, or alicyclic amine.

Evaluation of N-hydroxymethylphthalimide in alkaline medium: Novel entry to the tricyclic [1,3]oxazepine core via an intramolecular π and O-cationic cyclization

Fused isoindolo[1,3]benzo(or thieno)oxazepines 8a,b and one of their positional isomers aromatic tricyclic N,O-acetals 13b are reported to occur efficiently in a three-step sequence from N-hydroxy-methylphthalimide (6). The key step of this methodology is the intramolecular arylation of an endocyclic and/or exocyclic N-acyliminium cation. The mechanism leading to these species, in particular to a tricyclic lactam 13b, is discussed.

Synthesis of benzo(or furo)[5,6]azepino[2,1-a]isoindolone derivatives: π-cyclisations of N-acyliminium ions

Benzo(or furo)[5,6]azepino[2,1-a]isoindolone and derivatives were obtained easily in one-pot via N-acyliminium ions by treatment of 2-(2- methoxycarbonylbenzyl(or fur-3-yl))phthalimide with alkylmagnesium iodide followed by an acidic hydrolysis.

Selective access to N-aryl or N-alkyl derivatives of isoindolo[2,1-b][2,4]benzo(or thieno)diazepines

N-alkyl isoindolo[2,1-b][2,4]benzodiazepines 15c were synthesized via an intramolecular N-acyliminium ion-amide reaction, N-aryl derivatives 8c were obtained from an intramolecular acylation of amino acids 6c in acetic anhydride. A generalization of these methodologies is given in the synthesis of the thiophenic analogues 15d and 8d.