Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides

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

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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: 17 Jul 2021 04:30
URI: https://eprints.nottingham.ac.uk/id/eprint/55874

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