Loughborough University
Leicestershire, UK
LE11 3TU
+44 (0)1509 263171
Loughborough University

Loughborough University Institutional Repository

Please use this identifier to cite or link to this item: https://dspace.lboro.ac.uk/2134/11087

Title: Some reactions of acyl cation equivalents with nucleophilic aromatic systems
Authors: Giles, Robert G.
Issue Date: 1986
Publisher: © Robert G. Giles
Abstract: Trimethyloxonium fluoroborate rapidly reacts with nitriles at elevated temperatures, to afford N-methylnitrilium salts. Subsequent reaction with π-excessive heterocyclic aromatic systems has been shown to give rise to iminium salts in moderate to excellent yields. The related imines may be obtained by deprotonation, and these compounds can be converted further by reduction or hydrolysis to secondary amines or ketones respectively. The reactions studied provide access to acylated indoles and pyrroles which are obtainable by other methods in inferior yields. The related reactions with carbocyclic aromatic systems were studied in an attempt to determine the range of heteroatom ring substituents which may be used.
Description: A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy of Loughborough University.
URI: https://dspace.lboro.ac.uk/2134/11087
Appears in Collections:PhD Theses (Chemistry)

Files associated with this item:

File Description SizeFormat
Thesis-1986-Giles.pdf3.5 MBAdobe PDFView/Open
Form-1986-Giles.pdf31.08 kBAdobe PDFView/Open

 

SFX Query

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