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Organics, Volume 4, Issue 2

2023 June - 14 articles

Cover Story: The Nenitzescu reaction is a condensation reaction between an enamine and a quinone, most commonly resulting in 5-hydroxyindoles and 5-hydroxybenzofurans with promising bioactivities. Despite the high chemodivergency for this reaction, it remains of interest due to the mild reaction conditions, easily accessible starting materials and simple reaction procedures. Earlier investigation of the Nenitzescu reaction of piperazinone enaminoesters led to rearranged 2-imidazolidinone benzofurans. In this work, we aimed to develop reaction conditions that favor the formation of 5-hydroxyindoles via an extensive, multi-variate optimization study. This led to valuable insights into the parameters that influence regio- and chemoselectivity. Furthermore, two novel products were obtained, pyrrolo[2,3-f]indole and 2-benzofuranone. View this paper
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Articles (14)

  • Article
  • Open Access
3 Citations
3,087 Views
16 Pages

15 June 2023

Formaldehyde is a simple chemical compound that is used as a building block in obtaining a wide range of products. The versatility of formaldehyde in chemical synthesis becomes evident when it is reacted with N-alkylethylenediamines. Therefore, this...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Communication
  • Open Access
2 Citations
4,598 Views
8 Pages

Palladium Catalyzed Allylic C-H Oxidation Enabled by Bicyclic Sulfoxide Ligands

  • Yuming Wen,
  • Jianfeng Zheng,
  • Alex H. Evans and
  • Qiang Zhang

13 June 2023

The activation of C-H bonds is a potent tool for modifying molecular structures in chemistry. This article details the steps involved in a novel ligand bearing a bicyclic [3.3.1]-nonane framework and bissulfoxide moiety. A palladium catalyzed allylic...

  • Review
  • Open Access
5 Citations
5,098 Views
12 Pages

5 June 2023

Great efforts of the scientific community are focused on the development of catalysts for the reduction of carbon dioxide (CO2) to useful molecules such as carbon monoxide, formic acid, methanol, ethanol, methane, ethylene, or acetate. Various metal...

  • Article
  • Open Access
6 Citations
3,444 Views
12 Pages

The Use of a Natural Polysaccharide as a Solidifying Agent and Color-Fixing Agent on Modern Paper and Historical Materials

  • Lucia Emanuele,
  • Tanja Dujaković,
  • Graziella Roselli,
  • Simone Campanelli and
  • Giulia Bellesi

2 June 2023

This article presents results on the use of a new material as a solidifying agent and/or color-fixing agent. A special polysaccharide material extracted from the prickly pear cactus (Opuntia ficus indica) was tested on historical materials and modern...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Article
  • Open Access
2 Citations
4,773 Views
14 Pages

25 May 2023

In this report, the catalytic potential of chalcogen-stabilized iron carbonyl clusters [Fe3E2(CO)9 (E = S, Se, Te)] for the photolytic hydration of alkynes has been explored. The iron chalcogenide clusters bring excellent transformations of terminal...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Review
  • Open Access
21 Citations
6,974 Views
19 Pages

17 May 2023

Organic molecules are gaining special attention over the last years in the corrosion area thanks to their general low achievable cytotoxicity, structural versatility, and environmentally friendly obtainment methods. Under those approaches, synthetic...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Article
  • Open Access
3 Citations
3,583 Views
13 Pages

A Novel Class of Functionally Tuneable Star-Shaped Molecules for Interaction with Multiple Proteins

  • Debashis Barik,
  • Geethanjali Anand,
  • Subba Rao Cheekatla and
  • Mintu Porel

16 May 2023

Molecules with tuneable properties are well known for their applications in the material and bio-medical fields; nevertheless, the structural and functional tunability makes them more significant in diverse applications. Herein, we designed and synth...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Article
  • Open Access
2,422 Views
13 Pages

8 May 2023

(E)-1-aryl-2,4-bis(trimethylsilyl)but-1-en-3-ynes readily undergo protodesilylation and subsequent aerobic, copper-free Sonogashira cross-coupling with aryl halides to form (E)-1,4-diaryl-2-(trimethylsilyl)but-1-en-3-ynes. The proposed one-pot, two-s...

  • Article
  • Open Access
4 Citations
3,337 Views
10 Pages

Computational Modeling of the Feasibility of Substituted [1.1.1]Propellane Formation from Anionic Bridgehead Bromide Precursors

  • Katherine E. Gates,
  • Caitlin Herring,
  • Andrew T. Lumpkin,
  • Robert J. Maraski and ,
  • Elizabeth G. Perry,
  • Madelen G. Prado,
  • Sarah L. Quigley,
  • Jazmine V. Ridlehoover,
  • Edith Salazar and
  • Gary W. Breton
  • + 10 authors+ 5 authors

4 May 2023

[1.1.1]Propellane, a compound whose structure includes two saturated carbons in which all four bonds are directed into a single hemisphere, is of theoretical interest, but has also seen recent practical applications. Mono-, di-, and trisubstituted de...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Communication
  • Open Access
5 Citations
9,254 Views
10 Pages

27 April 2023

We describe a novel two-step approach for the synthesis of compounds with a hydroxyl-amide group (hydroxamic acids), which are widely known for their biological activity (histone deacetylase inhibitors, matrix metalloproteinases inhibitors and others...

  • Review
  • Open Access
13 Citations
4,970 Views
13 Pages

19 April 2023

Sulfoxides and sulfinamides play important roles in the pharmaceutical industry, organic synthesis and fine chemicals. This review will demonstrate that, under catalysis by transition metals, β-sulfinyl esters, as nucleophilic reagents, react wi...

(This article belongs to the Collection Advanced Research Papers in Organics)
  • Article
  • Open Access
1 Citations
3,270 Views
9 Pages

17 April 2023

The photochemical reaction of N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) with benzene is known to lead to a Diels–Alder cycloaddition product when conducted at low temperatures (i.e., <−60 °C). This reactivity has been exploited r...

(This article belongs to the Special Issue Chemistry of Heterocycles)
  • Article
  • Open Access
3 Citations
4,494 Views
18 Pages

7 April 2023

The Nenitzescu reaction is a condensation reaction between an enamine and a quinone, which can give rise to a wide variety of reaction products depending on the nature of the starting material and the reaction conditions. The most commonly observed p...

(This article belongs to the Special Issue Chemistry of Heterocycles)
  • Communication
  • Open Access
1 Citations
4,353 Views
9 Pages

4 April 2023

A new rapid iodination reagent, N1,N3,N5-tris[(2,4,6-trimethylpyridine)iodo(I)]-2,4,6-triphenyl-s-triazine trihexafluorophosphate, was synthesized in a modification of the established synthesis of 2,4,6-triiodo-3,5-dimethylphenol in the presence of b...

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Organics - ISSN 2673-401X