MsOH‐Mediated Cascade Cyclization of O ‐Homopropargyl Hydroxylamines with Aldehydes to Access 4‐Arylidene‐1,2‐Oxazines
Abstract
Brønsted acid‐mediated synthesis of 4‐arylidene oxazines from O ‐homopropargyl hydroxylamines is developed. A series of control experiments have been carried out, revealing that the formation of 4‐arylidene oxazines proceeds through an alkyne–oximium cyclization, ring‐opening reaction, and subsequent condensation. Synthetic versatility of the developed methodology was highlighted in the synthesis of 1,4‐aminoalcohol as well as γ ‐hydroxy ketone by the reduction of 4‐arylidene oxazine.
Fields of Study & Subjects
Organic Chemistry Synthesis Methods
Catalytic Alkyne Reactions
Asymmetric Synthesis and Catalysis
Publication details
- Journal / source
- European Journal of Organic Chemistry
- Volume
- 29
- Issue
- 18
- Publication date
- 16 March 2026
- Language
- EN