Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5271753 | Tetrahedron Letters | 2013 | 6 Pages |
Abstract
A mild and selective transition metal free protocol for the conversion of propargylic alcohols to cyclic and acyclic α,β-unsaturated enones via the Rupe rearrangement is reported. The method utilizes the Brønsted acidic ionic liquid [BMIM-SO3H][OTf] as catalyst and [BMIM][PF6] as solvent and offers the potential for recycling and reuse of the IL solvent. The feasibility to synthesize bicyclic fused cyclopentenone derivatives via a Rupe â Aldol â Nazarov sequence utilizing this protocol has also been demonstrated.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Ganesh C. Nandi, Benjamin M. Rathman, Kenneth K. Laali,