- Title
- A novel gold (I)-mediated intramolecular transamidation of benzoyl thiourea derivatives to form benzamides via dethiocyanation
- Creator
- Odame, Felix, Woodcock, Guillaume, Hosten, Eric C, Lobb, Kevin A, Tshentu, Zenixole R
- Subject
- To be catalogued
- Date
- 2020
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/446988
- Identifier
- vital:74575
- Identifier
- xlink:href="https://doi.org/10.1016/j.jorganchem.2020.121359"
- Description
- A novel gold(I)-mediated intramolecular transamidation of thiourea derivatives to yield benzamides via dethiocyanation have been achieved by the reaction of 3-(1,3-benzothiazol-2-yl)-1-(benzoyl)thiourea derivatives in the presence of gold(I) precursors. The compounds have been characterized using IR, NMR, GC-MS and microanalysis. The single crystal XRD of 3-(1,3-benzothiazol-2-yl)-1-(3-bromobenzoyl)thiourea (5), 3-(1,3-benzothiazol-2-yl)-1-(3-methoxybenzoyl)thiourea (6), N-(benzothiazol-2-yl)benzamide (10), N-(benzothiazol-2-yl)-3-chlorobenzamide (11), N-(benzothiazol-2-yl)-4-nitrobenzamide (12), N-(benzothiazol-2-yl)-3-bromobenzamide (14) have been discussed. The novel transformation is thought to proceed by a gold(I)-mediated intramolecular transamidation reaction which releases thiocyanate to yield the benzamide. Density functional theory calculations have been used to support the proposed mechanism for this transformation.
- Format
- computer, online resource, application/pdf, 1 online resource (12 pages), pdf
- Publisher
- Elsevier
- Language
- English
- Relation
- Journal of Organometallic Chemistry, Odame, F., Woodcock, G., Hosten, E.C., Lobb, K. and Tshentu, Z.R., 2020. A novel gold (I)-mediated intramolecular transamidation of benzoyl thiourea derivatives to form benzamides via dethiocyanation. Journal of Organometallic Chemistry, 922, p.121359, Journal of Organometallic Chemistry volume 922 p. 121359 2020 0022-328X
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the Elsevier Terms and Conditions Statement (https://www.elsevier.com/legal/elsevier-website-terms-and-conditions)
- Rights
- Closed Access
- Hits: 173
- Visitors: 178
- Downloads: 9
Collections
Lobb, Kevin Allan (Assoc Prof)
RU Department of Chemistry
SDG 03. Good Health and Well-Being
| Thumbnail | File | Description | Size | Format | |||
|---|---|---|---|---|---|---|---|
| View Details | SOURCE1 | A novel gold (I)-mediated intramolecular transamidation of benzoyl thiourea derivatives to form benzamides via dethiocyanation.pdf | 747 KB | Adobe Acrobat PDF | View Details |