Catalyst and Solvent-Free Microwave Assisted Expeditious Synthesis of 3-Indolyl-3-hydroxy Oxindoles and Unsymmetrical 3,3-Di(indolyl)indolin-2-ones
نویسندگان
چکیده
A simple and efficient method for the synthesis of 3-indolyl-3-hydroxy oxindoles and unsymmetrical 3,3-di(indolyl)indolin-2-ones using microwave irradiation without catalyst and solvent is described. A series of 3-indolyl-3-hydroxy oxindoles and unsymmetrical 3,3-di(indolyl)indolin-2ones have been synthesized in very short reaction times of 5 and 10 minutes and in yields ranging from 31% to 98% and from 53% to 78% respectively. This method offers a significant advantage over the conventional methods in terms of simplicity and shorter reaction time. To the best of our knowledge compounds N-allyl-3-hydroxy-3-(1-methyl-indol-3-yl)indolin-2-one (6c), N-allyl-3hydroxy-3-(5-methoxy-indol-3-yl)indolin-2-one (8c), N-benzyl-3-hydroxy-3-(1-methyl-indol-3-yl) indolin-2-one (10c), N-propargyl-3-hydroxy-3-(1-methyl-indol-3-yl)indolin-2-one (13c), N-propargyl3-hydroxy-3-(5-methoxy-indol-3-yl)indolin-2-one (14c), 3-(5-methoxy-1H-indol-3-yl)-3-(1H-indol3-yl)indolin-2-one (1e), 3-1-methyl(5-methoxy-1H-indol-3-yl)-3-(1H-indol-3-yl)indolin-2-one (2e), 3-1-allyl(5-methoxy-1H-indol-3-yl)-3-(1H-indol-3-yl)indolin-2-one (3e), 3-1-benzyl(5-methoxy-1H-indol-3-yl)-3-(1H-indol-3-yl)indolin-2-one (4e) and 3-1-(prop-2-ynyl)(5-methoxy-1H-indol-3-yl)-3(1Hindol-3-yl)indolin-2-one (5e) are reported here for the first time. All the compounds are characterized by IR, 1H, 13C NMR and HRMS. Corresponding author.
منابع مشابه
Growth of wurtzite ZnO nanorods using different capping agents: Characterization, morphology, and investigation the catalytic activity in some oxindoles and indolyl organics
ZnO nanorods have been prepared through chemical deposition of Zn(OAc)2.2H2O by employing different capping agents, (PEG, MW=2000 and PEG, MW=5000). The fabricated catalyst was characterized by scanning electron microscope (SEM) images and XRD pattern. The results show the one dimensional growth of ZnO nano-rods. The results show that capping agents can control the shape and growth of nano-size...
متن کاملSelective and efficient synthesis of 3-indolyl-2-oxindoles under catalysis of LiClO4
An efficient and convenient protocol for synthesis of 3-hydroxy-3-indolyl-2-oxindoles and 3,3-diindolyl-2-oxindoles is presented here. The syntheses were achieved selectively under catalysis of LiClO4 whereby the products were obtained purely.
متن کاملSelective and efficient synthesis of 3-indolyl-2-oxindoles under catalysis of LiClO4
An efficient and convenient protocol for synthesis of 3-hydroxy-3-indolyl-2-oxindoles and 3,3-diindolyl-2-oxindoles is presented here. The syntheses were achieved selectively under catalysis of LiClO4 whereby the products were obtained purely.
متن کامل1,3-Dibromo-5,5-dimethylhydantoin: a versatile catalyst for synthesis of 3,3-bis(indolyl)oxindoles
A condensation of various isatins with indole derivatives has been carried out in the presence of 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as catalyst at 50 °C in ethanol in order to form 3,3-bis(indolyl) oxindoles. The products were obtained within 20-90 min by 70-96% yields. The efficacy of the procedure has been confirmed by catalyzing the condensation reaction of pyrrole which was used as ...
متن کاملMicrowave Assisted Facile Synthesis and Biological Evaluation of Novel 2-Indolyl -1, 5-Benzothiazepines
The research work reports facile, eco-friendly microwaveassisted solvent free synthesis of coupled heterocyclic system 2-(1Hindol-3-yl)-4-substitued-2, 3-dihydrobenzo [1, 5] thiazepine derivatives obtained by cyclo condensation of 1-substituted-3(1Hindolyl)-2-propen-1-ones with 2-amino thiophenol in presence of eco-friendly catalyst zirconium(IV) oxy chloride, in solvent-free conditions. The re...
متن کامل