Università degli Studi dell'Insubria Insubria Space
 

InsubriaSPACE - Thesis PhD Repository >
Insubria Thesis Repository >
01 - Tesi di dottorato >

Please use this identifier to cite or link to this item: http://hdl.handle.net/10277/536

Authors: Ieronimo, Gabriella
Internal Tutor: PENONI, ANDREA
Title: Synthesis and funcionalization of indole skeleton compunds via nitrosoarene-alkyne cycloadditions.
Abstract: Indoles are one of the most important and abundant classes of N-heterocycles, being present in the form of innumerable natural products and bioactive compounds. A class of indole derivatives which have received considerable attention in recent years are N-hydroxyindoles. The biological role of N-hydroxyindoles is still an area of active investigation since they have been shown to possess biological activity in certain cases. 3-Aroylindoles are another class of indole derivatives, known as bioactive compounds with interesting properties. Not many indolization procedures are known to afford directly 3-acylindoles starting from commercially available reactants. Our general interest in this topic lead us to disclose a novel and regioselective indole synthesis by annulation reaction between nitro- and nitrosoarenes with alkynes. Indoles, N-hydroxy- and N-alkoxyindoles were afforded in moderate to excellent yields and good regioselectivity. Using conjugated alkynones as starting materials the reaction proceeded with the regioselective formation of 3-acylindoles and/or N-hydroxy-3-acylindoles. Highly functionalizable indole derivatives were synthesized and different derivatization reactions were developed.
Keywords: Indole, nitrosoarenes, alkynes.
Subject MIUR : CHIM/06 CHIMICA ORGANICA
Issue Date: 2014
Language: eng
Doctoral course: Scienze Chimiche
Academic cycle: 26
Publisher: Università degli Studi dell'Insubria
Citation: Ieronimo, G.Synthesis and funcionalization of indole skeleton compunds via nitrosoarene-alkyne cycloadditions. (Doctoral Thesis, Università degli Studi dell'Insubria, 2014).

Files in This Item:

File Description SizeFormatVisibility
Phd_thesis_ieronimogabriella_completa.pdftesto completo tesi2,98 MBAdobe PDFView/Open

This item is licensed under a Creative Commons License
Creative Commons


Items in InsubriaSPACE are protected by copyright, with all rights reserved, unless otherwise indicated.


Share this record
Del.icio.us

Citeulike

Connotea

Facebook

Stumble it!

reddit


 

  ICT Support, development & maintenance are provided by the AePIC team @ CILEA. Powered on DSpace Software.  Feedback