Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides

Chung, Chieh-Hsu (2019) Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides. MSc(Res) thesis, University of Nottingham.

[img] PDF (Thesis - as examined) - Repository staff only until 17 July 2021. Subsequently available to Repository staff only - Requires a PDF viewer such as GSview, Xpdf or Adobe Acrobat Reader
Download (3MB)

Abstract

A nickel-based catalytic system for the anti-carbometallative cyclisations of alkynamides to arylboronic acids is described. The reactions proceed using catalytic nickel and (rac)-Ph-PHOX, to provide alkenylnickel species which can undergo reversible E/Z-isomerisation, followed by cyclisation onto an N-tosylamide to give 2,3,4-trisubstituted pyrroles.



Pyrroles are of widespread chemical significance, being present in numerous biologically active natural products. This methodology was used to generate a series of multisubstituted pyrroles and perform concise syntheses of BODIPY derivative and pyrrolyl propionic acid.

Item Type: Thesis (University of Nottingham only) (MSc(Res))
Supervisors: Lam, Hon Wei
Keywords: Nickel-based catalytic system; Pyrroles; Pyrrolyl propionic acid
Subjects: Q Science > QD Chemistry
Faculties/Schools: UK Campuses > Faculty of Science > School of Chemistry
Item ID: 55874
Depositing User: Chung, Chieh-Hsu
Date Deposited: 17 Jul 2019 04:40
Last Modified: 07 May 2020 12:30
URI: http://eprints.nottingham.ac.uk/id/eprint/55874

Actions (Archive Staff Only)

Edit View Edit View