High‐Energy Ball Milling Enables an Ultra‐Fast Wittig Olefination Under Ambient and Solvent‐free Conditions
30 Seconds to success!-The Wittig reaction, a fundamental and extensively utilized reaction in organic chemistry, enables the efficient conversion of carbonyl compounds to olefins using phosphonium salts. Traditionally, meticulous reaction setup, including the pre-formation of a reactive ylide species via deprotonation of a phosphonium salt, is crucial for achieving high-yielding reactions under classical solution-based conditions. In this report, we present an unprecedented protocol for an ultra-fast mechanically induced Wittig reaction under solvent-free and ambient conditions, often eliminating the need for tedious ylide pre-formation under strict air and moisture exclusion. A range of aldehydes and ketones were reacted with diverse phosphonium salts under high-energy ball milling conditions, frequently giving access to the respective olefins in only 30 seconds.
Authors
- Johanna Templ (ORCID: https://orcid.org/0000-0002-4353-207X)
- Michael Schnürch (ORCID: https://orcid.org/0000-0003-2946-9294)
Institutions
- TU Wien (AT)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2024-08-29
- DOI
- https://doi.org/10.1002/anie.202411536
- Citations
- 22
- Primary Topic
- Phosphorus compounds and reactions
- Type
- article
- Field-Weighted Citation Impact
- 5.50
Funders
- Austrian Science Fund