Two highly efficient protocols for the production of bis-coumarins under solvent-free conditions have been introduced. The reaction of 4-hydroxycoumarin (2 eq.) with arylaldehydes (1 eq.) using phthalimide-N-sulfonic acid (PhtSA) or isatin-N-sulfonic acid (IsSA), as solid-acid catalysts, afforded the mentioned compounds with good to excellent yields in short times.Briefly, we have introduced tw...

Recently, it was proposed that neutrophils generate ozone (Wentworth, P. J., McDunn, J. E., Wentworth, A. D., Takeuchi, C., Nieva, J., Jones, T., Bautista, C., Ruedi, J. M., Gutierrez, A., Janda, K. D., Babior, B. M., Eschenmoser, A., and Lerner, R. A. (2002) Science 298, 2195-2199; Babior, B. M., Takeuchi, C., Ruedi, J., Gutierrez, A., and Wentworth, P. J. (2003) Proc. Natl. Acad. Sci. U. S. A...

The title compound, C(10)H(9)NO(3), was synthesized by the condensation reaction of isatin (systematic name 1H-indole-2,3-dione) with glycol in presence of p-toluene-sulfonic acid. The indol-2-one ring system is essentially planar [N-C-C-C torsion angle = 3.1 (2)°], and the 1,3-dioxolane ring is slightly distorted. The crystal structure exhibits inter-molecular N-H⋯O hydrogen bonds.

Isatin is an endogenous compound identified in humans that possesses a wide range of biological activities. Isatin has anxiogenic, sedative, anticonvulsant activities and acts as a potent antagonist on atrial natriuretic peptide receptors in vitro. A series of p-substituted isatin semicarbazones have shown anticonvulsant activity in MES, scPTZ and scSTY tests. Various isatin-N-Mannich bases of ...

We present herein the results of microwave promoted N-alkylations of isatin (1)with different alkyl, benzyl and functionalized alkyl halides. Reactions were carried out under different conditions, always employing methodologies compatible with MW assisted chemistry. Generation of isatin anion employing diverse bases and solvents or using the preformed isatin sodium salt was tested. The best res...

one-pot multicomponent reaction between isatin, barbituric acid, and 6-amino-1,3-dimethyl uracil was investigated in the presence of sulfonic acid functionalized nanoporous silica (sba-pr-so3h) and resulted in the formation of spirooxindole dipyrimidines. spirooxindole unit is found in many natural products and biologically active molecules and 1,4-dihydropyridines are an important class of com...

In the title N-alkyl isatin, C(18)H(25)NO(2), the isatin moiety is almost planar (r.m.s. deviation = 0.03 Å). C-C-C-C torsion angles of the decyl substituent indicate an all-antiperiplanar conformation.

BINAM-prolinamides are very efficient catalyst for the synthesis of non-protected and N-benzyl isatin derivatives by using an aldol reaction between ketones and isatins under solvent-free conditions. The results in terms of diastereo- and enantioselectivities are good, up to 99% de and 97% ee, and higher to those previously reported in the literature under similar reaction conditions. A high va...

isatin, n-methyl isatin and n-benzylisatin were smoothly monobrominated in the 5-position by treatment with pyridinium bromochromate (pbc) in acetic acid medium. in the similar conditions indigo underwent bromination and oxidation to give 5-bromoisatin in high yield.