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Search for "indolone" in Full Text gives 5 result(s) in Beilstein Journal of Organic Chemistry.

Visible-light-induced radical cascade cyclization: a catalyst-free synthetic approach to trifluoromethylated heterocycles

  • Chuan Yang,
  • Wei Shi,
  • Jian Tian,
  • Lin Guo,
  • Yating Zhao and
  • Wujiong Xia

Beilstein J. Org. Chem. 2024, 20, 118–124, doi:10.3762/bjoc.20.12

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  • Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China 10.3762/bjoc.20.12 Abstract A visible-light-promoted research protocol for constructing dihydropyrido[1,2-a]indolone skeletons is herein described proceeding through a cascade cyclization mediated by trifluoromethyl
  • enables a rapid access to heterocycles containing a trifluoromethyl group. Keywords: cascade reaction; indole derivatives; photocatalysis; radical chain process; trifluoromethylation; Introduction Dihydropyrido[1,2-a]indolone (DHPI) skeletons are commonly found in natural products and pharmaceutical
  • and at the same time improved cell membrane permeability. Therefore, it became a commonly used strategy to modify medicine candidates [22][23][24]. Based on these advantages, we envisioned a one-step synthesis of dihydropyrido[1,2-a]indolone skeletons utilizing an indole substrate and a
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Published 19 Jan 2024

Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor

  • Dalel El-Marrouki,
  • Sabrina Touchet,
  • Abderrahmen Abdelli,
  • Hédi M’Rabet,
  • Mohamed Lotfi Efrit and
  • Philippe C. Gros

Beilstein J. Org. Chem. 2020, 16, 1722–1731, doi:10.3762/bjoc.16.144

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  • construction of nitrogen-containing heterocycles from common substrates: 1,4-diketones and primary amines. Indeed, by just varying the substrates, the substituents, or the heating mode, it is possible to selectively synthesize indole, indolone (1,5,6,7-tetrahydroindol-4-one), or cinnoline (5,6,7,8
  • -tetrahydrocinnoline) derivatives in moderate to excellent yields. Keywords: cinnoline; 1,4-diketone; indole; indolone; N-heterocycle; Introduction Nitrogen-containing heterocycles are widespread in plenty of molecules of interest, either in materials science, optics, electronics, or biology [1][2][3][4]. They are
  • also very useful building blocks to create more sophisticated organic molecules. Therefore, the search for efficient methods for the synthesis of nitrogen-containing heterocycles is crucial to both organic and medicinal chemists. Among these, indole, indolone (1,5,6,7-tetrahydroindol-4-one), and
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Published 17 Jul 2020

Fates of imine intermediates in radical cyclizations of N-sulfonylindoles and ene-sulfonamides

  • Hanmo Zhang,
  • E. Ben Hay,
  • Stephen J. Geib and
  • Dennis P. Curran

Beilstein J. Org. Chem. 2015, 11, 1649–1655, doi:10.3762/bjoc.11.181

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  • substrates were chosen to provide imines with spirocyclic indoline and indolone substituents. We discovered that these imines are rather reactive, being either reduced or undergoing an unusual hydration and retro-Claisen-type reaction of an amide. Here we report the results of these experiments, which add to
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Published 17 Sep 2015

Further exploration of the heterocyclic diversity accessible from the allylation chemistry of indigo

  • Alireza Shakoori,
  • John B. Bremner,
  • Mohammed K. Abdel-Hamid,
  • Anthony C. Willis,
  • Rachada Haritakun and
  • Paul A. Keller

Beilstein J. Org. Chem. 2015, 11, 481–492, doi:10.3762/bjoc.11.54

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  • -mediated thermal reactions of allylic bromides with 1 at 70 °C were promising and allowed facile, but limited, access to new 1-allyl-5'-allyloxy-3',4'-dihydrospiroindoline-pyrido[1,2-a]indolone derivatives and pyridoindolo-azepino[1,2-a]indol-11(7H)-one derivatives, the reactions were incomplete, yields
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Published 15 Apr 2015

One-pot three-component synthesis and photophysical characteristics of novel triene merocyanines

  • Christian Muschelknautz,
  • Robin Visse,
  • Jan Nordmann and
  • Thomas J. J. Müller

Beilstein J. Org. Chem. 2014, 10, 599–612, doi:10.3762/bjoc.10.51

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  • quantum chemical calculations on the DFT level (B3LYP functional, 6-31G* basis set) [40]. The computed Kohn–Sham frontier molecular orbitals of compound 8a clearly indicate a charge transfer from the aminovinyl dominated donor fragment in the HOMO to the indolone-centered LUMO, which is generally
  • conclusion, we enabled the diversity-oriented synthesis of novel triene merocyanines with intense bathochromic absorption by a consecutive three-component insertion–coupling–addition sequence in good to excellent yields. While the N-substituent on the indolone moiety exerts minute electronic differences in
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Published 05 Mar 2014
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