Alharthi, Asma A., Kariuki, Benson M.  ORCID: https://orcid.org/0000-0002-8658-3897, Morrill, Louis C. ORCID: https://orcid.org/0000-0002-6453-7531 and Browne, Duncan L. ORCID: https://orcid.org/0000-0002-8604-229X
2026.
Mechanochemical one-pot Barbier/Simmons–Smith reaction via sequential zinc activation.
Chemical Communications
62
, pp. 1864-1868.
10.1039/d5cc05732a
|
Preview |
PDF
- Published Version
Available under License Creative Commons Attribution Non-commercial. Download (1MB) | Preview |
Abstract
We report a mechanochemical one-pot Barbier/Simmons–Smith reaction enabled by ball-milling-mediated activation of zinc(0). This operationally simple method generates organozinc intermediates in situ and uses them sequentially in allylation and cyclopropanation without intermediate work-up. The protocol tolerates a broad range of ketones, exhibits selectivity over other carbonyl groups, and is compatible with various physical forms of zinc metal. In selected cases, the reaction proceeds with markedly enhanced diastereoselectivity under minimal-solvent milling conditions and was demonstrated on a gram scale using standard ball-milling equipment. Comparative studies show advantages over conventional solution and neat conditions, highlighting how mechanochemistry can uniquely enable tandem organometallic processes as for C–C bond construction.
| Item Type: | Article |
|---|---|
| Date Type: | Publication |
| Status: | Published |
| Schools: | Schools > Chemistry Research Institutes & Centres > Cardiff Catalysis Institute (CCI) |
| Additional Information: | License information from Publisher: LICENSE 1: URL: https://creativecommons.org/licenses/by-nc/3.0/, Start Date: 2025-12-23 |
| Publisher: | Royal Society of Chemistry |
| ISSN: | 1359-7345 |
| Date of First Compliant Deposit: | 6 January 2026 |
| Date of Acceptance: | 11 December 2025 |
| Last Modified: | 02 Feb 2026 16:55 |
| URI: | https://orca.cardiff.ac.uk/id/eprint/183587 |
Actions (repository staff only)
 |
Edit Item |
Altmetric
Altmetric