876065-74-6Relevant articles and documents
Oxidized isoquinolinoisoindolinone and benzazepinoisoindolinone alkaloids cores by convergent cyclisation processes: π-aromatic attack of thionium and oxonium species
Bousquet, Till,Fleury, Jean-Fran?ois,Da?ch, Adam,Netchita?lo, Pierre
, p. 706 - 715 (2006)
An efficient methodology for synthesis of isoindoloisoquinoline 5a and isoindolobenzazepine 5b in oxidized forms as tetracyclic alkaloids cores are reported from N-bromoethylphthalimide (6) or phthalic anhydride and 2-phenylthioethylamine (8) in a five- o
The photodecarboxylative addition of carboxylates to phthalimides as a key-step in the synthesis of biologically active 3-arylmethylene-2,3-dihydro-1H-isoindolin-1-ones
Anamimoghadam, Ommid,Mumtaz, Saira,Nietsch, Anke,Saya, Gaetano,Motti, Cherie A.,Wang, Jun,Junk, Peter C.,Qureshi, Ashfaq Mahmood,Oelgem?ller, Michael
, p. 2833 - 2841 (2018/01/17)
The synthesis of various 3-arylmethylene-2,3-dihydro-1H-isoindolin-1-ones was realized following a simple three-step process. The protocol utilized the photodecarboxylative addition of readily available carboxylates to N-(bromoalkyl)phthalimides as a versatile and efficient key step. The initially obtained hydroxyphthalimidines were readily converted to the desired N-diaminoalkylated 3-arylmethylene-2,3-dihydro-1H-isoindolin-1-ones via acid-catalyzed dehydration and subsequent nucleophilic substitution with the corresponding secondary amines. The procedure was successfully applied to the synthesis of known local anesthetics (AL-12, AL-12B and AL-5) in their neutral forms.
