Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides
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 a...
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| Format: | Thesis (University of Nottingham only) |
| Language: | English |
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2019
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| Online Access: | https://eprints.nottingham.ac.uk/55874/ |
| _version_ | 1848799231058378752 |
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| author | Chung, Chieh-Hsu |
| author_facet | Chung, Chieh-Hsu |
| author_sort | Chung, Chieh-Hsu |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T20:32:22Z |
| format | Thesis (University of Nottingham only) |
| id | nottingham-55874 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T20:32:22Z |
| publishDate | 2019 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-558742025-02-28T14:21:30Z https://eprints.nottingham.ac.uk/55874/ Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides Chung, Chieh-Hsu 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. 2019-07-17 Thesis (University of Nottingham only) NonPeerReviewed application/pdf en arr https://eprints.nottingham.ac.uk/55874/1/final%20thesis%20combine.pdf Chung, Chieh-Hsu (2019) Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides. MSc(Res) thesis, University of Nottingham. Nickel-based catalytic system; Pyrroles; Pyrrolyl propionic acid |
| spellingShingle | Nickel-based catalytic system; Pyrroles; Pyrrolyl propionic acid Chung, Chieh-Hsu Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| title | Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| title_full | Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| title_fullStr | Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| title_full_unstemmed | Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| title_short | Synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| title_sort | synthesis of pyrroles by nickel-catalysed arylative cyclisations of alkynamides |
| topic | Nickel-based catalytic system; Pyrroles; Pyrrolyl propionic acid |
| url | https://eprints.nottingham.ac.uk/55874/ |