26709-65-9Relevant academic research and scientific papers
Photocatalytic Synthesis of Polycyclic Indolones
Saget, Tanguy,K?nig, Burkhard
, p. 7004 - 7007 (2020)
In this work, a photocatalytic strategy for a rapid and modular access to polycyclic indolones starting from readily available indoles is reported. This strategy relies on the use of redox-active esters in combination with an iridium-based photocatalyst under visible-light irradiation. The generation of alkyl radicals through decarboxylative single electron reductions enables intramolecular homolytic aromatic substitutions with a pending indole moiety to afford pyrrolo- and pyridoindolone derivatives under mild conditions. Furthermore, it was demonstrated that these radicals could also be engaged into cascades consisting of an intermolecular Giese-type addition followed by an intramolecular homolytic aromatic substitution to rapidly assemble valuable azepinoindolones.
A novel one-pot, two-step synthesis of polycyclic indoles via tandem intramolecular hydroamidation/palladium-catalyzed annulation
Liu, Jianxiu,Zhang, Yongda,Li, Guisheng,Roschangar, Frank,Farina, Vittorio,Senanayake, Chris H.,Lu, Bruce Z.
experimental part, p. 2667 - 2671 (2010/12/25)
A robust one-pot process has been developed for the synthesis of a variety of polycyclic indole skeletons via a consecutive sequence of hydroamidation and palladium-catalyzed annulation, from inexpensive 2-chloroanilines bearing tethered acetylenes.
1, 2, 3, 9-tetrahydro-4H-carbazol-4-one and 8, 9-dihydropyrido- [1, 2-a]indol-6(7H)-one from 1H-indole-2-butanoic acid
Bunce, Richard A.,Nammalwar, Baskar
experimental part, p. 172 - 177 (2009/07/17)
Efficient syntheses of the title ring systems have been developed from 1H-indole-2-butanoic acid, which was easily prepared from 2-fluoro-1- nitrobenzene in four steps. Heating 1H-indole-2-butanoic acid in toluene containing p-toluenesulfonic acid at 110°
SYNTHESIS OF PYRROLOQUINOLINE AND PYRROLONAPHTHYRIDINE BY AN INTRAMOLECULAR CYCLISATION REACTION
Cardinaud, Isabelle,Gueiffier, Alain,Debouzy, Jean-Claude,Milhavet, Jean-Claude,Chapat, Jean-Pierre
, p. 2513 - 2522 (2007/10/02)
4-methylthiopyrrolonaphthyridine and pyrroloquinoline were prepared by an intramolecular cyclisation in acidic media of 1-methylsulfinyl-1-methylthio-2-ethylene.
Charge transfer fluorescence of some N-benzoylindoles
Disanayaka, Bimsara W.,Weedon, Alan C.
, p. 245 - 250 (2007/10/02)
The fluorescence properties of various N-carbonyl-substituted indoles (compounds 1-7) are examined.The N-benzoyl-indole derivatives 1 and 3-5 are shown to fluoresce weakly and the effect of solvent polarity upon the energy of the emitting state and upon the quantum yield of fluorescence is described.It is concluded that the initially formed singlet excited state is non-emissive and can relax to an intramolecular charge transfer state which is weakly fluorescent.The solvent effects are consistent with a general type of solvent interaction, and the solvent-induced shifts in the wavelength of the fluorescence emission correlate well with the Lippert equation relating the stabilisation of the excited state to a function of solvent dielectric and refractive index.A poor correlation with the empirical ET 30 solvent polarity parameter is observed.
MITOMYCIN ANTIBIOTICS: SYNTHESIS OF 9a-FUNCTIONALIZED MITOSANES
Flitsch, Wilhelm,Russkamp, Petra
, p. 541 - 544 (2007/10/02)
Two closely related rapid entries into the mitosane ring system are described which allow for structural modifications.First examples of a hydroxylation and a methoxylation at the 9a-position of mitosanes are reported.
Pyrrolo- and Pyridoindoles via An Intramolecular Wittig Reaction
Crenshaw, Michael D.,Zimmer, Hans
, p. 623 - 624 (2007/10/02)
Several pyrrolo- and pyridoindoles were prepared via an intramolecular Wittig reaction in good yields.This reaction sequence represents a facile entry into the mitosene ring system.
