Application of the Phthalimidine Synthesis with Use of 1,2,3-1H-Benzotriazole and 2-Mercaptoethanol as Dual Synthetic Auxiliaries. Part 1. A Simple Synthesis of (±)-Indoprofen

Two isoindoline alkaloids from the crude drug, the ant lion (the larvae of Myrmeleontidae species)

“…Recently some compounds having an isoindoline (phthalimidine) skeleton, such as indoprofen [8] and staurosporine [9], have been recognized as having unique pharmacological activities. This fact leads us to expect the presence of some bioactive isoindolidine derivatives in this drug.…”

Tandem C(sp3)−H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones

“…[15] Isoindolinone derivatives display a wide range of biological activities including antihypertensive, [16] antipsychotic, [17] anxiolytic, [18] antiviral, [19] antileukemic, [20] antitumoral, [19b, 21] and anti-inflammatory. [22] They are also vasodilatory agents. [23] …”

First total synthesis of cichorine and zinnimidine

“…The main general synthetic approaches involve: (i) the free radical bromination of 2-methylbenzoyl ester derivatives and subsequent treatment with an appropriate primary amine; 6 (ii) the condensation of a primary amine with the corresponding phthalides; 7 (iii) the dephosphorylation of the corresponding 3-phosphorylated parent models; 8 (iv) the reduction of phthalimides via their aminals or thioaminals; 9 and, finally, (v) the reaction of o-phthalaldehyde with a primary amine. 10 All these methods are simple and proceed in good yields. Unfortunately, their applicability is generally unsatisfactory mainly because of restrictions in the choice of substituents, namely in their nature, number and their position on the aromatic nucleus.…”