Efficient methods for the convergent synthesis of (poly)cyclic scaffolds are urgently needed in synthetic and medicinal chemistry. Herein, we describe new annulation reactions of thioalkynes with phthalimide-substituted donor-acceptor cyclopropanes, which gave access to highly substituted cyclopentenes and polycyclic ring systems. With silyl-thioalkynes, the Lewis acid catalyzed [3+2] annulatio...

A series of phthiobuzone analogs, prepared from potassium phthalimide or phthalandione, have been evaluated for their antiviral activities. Among the candidates, compounds 5j and 5k, which contain the substituted 4-halogenated phenyl ring at N-4',4'' position, show more potent antiviral activity than phthiobuzone against herpes simplex virus 1 (IC(50)=8.56 and 2.85 microg/ml, respectively) and ...

In the title compound, C(14)H(7)F(2)NO(2), the phthalimide ring system is nearly planar [maximum atomic deviation = 0.028 (1) Å] and it is twisted with respect to the attached benzene ring, making a dihedral angle of 55.70 (6)°. Weak inter-molecular C-H⋯F hydrogen bonds are present in the crystal structure.

The phthalimide fused-ring system and the phenyl-ene ring in the title compound, C(15)H(11)NO(3), are inclined at an angle of 60.0 (1)°.

The phthalimide fused-ring system and the phenyl-ene ring in the title compound, C(15)H(11)NO(3), are inclined at an angle of 54.2 (1)°.

A general approach to 6-phenylthio-substituted 2,3,4,5-tetrahydro-1H-1,3-diazepin-2-ones based on the ring expansion reaction of 1,2,3,4-tetrahydropyrimidin-2-ones under the action of nucleophiles has been developed. The first step of the synthesis was preparation of N-[(2-benzoyloxy-1-tosyl)ethyl]urea by three-component condensation of 2-benzoyloxyethanal, urea and p-toluenesulfinic acid. Nucl...

The whole mol-ecule of the title compound, C17H10N4O5·2H2O, is generated by twofold rotation symmetry and it crystallized as a dihydrate. The planes of the phthalimide moieties and the urea unit are almost normal to one another, with a dihedral angle of 78.62 (9)°. In the crystal, mol-ecules are linked by N-H⋯O and O-H⋯O hydrogen bonds, forming a three-dimensional framework structure. The cryst...

N-hydroxyethyl phthalimide (PE-I) was prepared by refluxing phthalic anhydride with ethanolamine. 3phthalimidoethyl substituted benzoic acids (PE-II) were prepared by refluxing N-hydroxyethyl phthalimide with substituted benzoic acids. The corresponding acid chlorides (PE-III) were condensed with benzilidine-4acetophenone derivatives to afford the 3-(phthalimidoethyl)-4-substituted cinnamoyl su...