189949-65-3

Upstream product

• 136918-14-4 phthalimide 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 189949-64-2 methyl 2-((1,3-dioxoisoindolin-2-yl)methyl)benzoate 

Downstream Products

• 203264-26-0 2,3-dihydro-3-(4-methylanilino)-2-(2-methoxycarbonylbenzyl)-1H-isoindol-1-one 
• 203264-25-9 2,3-dihydro-3-anilino-2-(2-methoxycarbonylbenzyl)-1H-isoindol-1-one 
• 357672-50-5 2,3-dihydro-3-hydroxy-2-[2-(diphenylhydroxymethyl)phenylmethyl]-1H-isoindol-1-one 
• 1026638-50-5 N-Butyl-2-(1-hydroxy-3-oxo-1,3-dihydro-isoindol-2-ylmethyl)-benzamide 
• 203264-31-7 3-(4-chloroanilino)-2,3-dihydro-2-(2-carboxybenzyl)-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 
• 357672-56-1 5,13-dihydro-5,5-diphenylisoindolo[1,2-c][2,4]benzoxazepin-11(6aH)-one 
• 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 
• 189949-67-5 2,3-dihydro-3-hydroxy-2-(2-carboxybenzyl)-1H-isoindol-1-one 

Relevant academic research and scientific papers

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.

A new access to isoindolo[2,1-b] [2,4]benzodiazepines through an N-acyliminium ion - Amide cyclization

Isoindolo[2,1-b][2,4]benzodiazepines 11a-c were synthesized from hydroxylactam-acid 5 when it was treated successively with thionyl chloride, ammonia (or an alkylamine) and p-toluenesulfonic acid.