Highly Efficient Organocatalytic House‐Meinwald Rearrangement for the Facile Synthesis of Aldehydes: Swift Access to Ibuprofen
Year: 2025
Type: article
Abstract: We present a new organocatalytic method for synthesizing aldehydes under mild conditions using readily accessible terminal epoxides as starting materials and bis(trifluoromethane)sulfonimide (Tf2NH) as the catalyst. We identified intermediate aldehyde dimerization products at lower temperatures and observed their cleavage at 55°C. We isolated the products in yields of 89-97% using catalyst loadings as low as 0.5 mol%. To underline the applicability of our new approach, we synthesized ibuprofen in a three-step process and overall yield of 90%.
Source: Chemistry - A European Journal
Institutions: Justus-Liebig-Universität Gießen, University of St Andrews
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,640
OpenAlex ID: W4417291833