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Article Dans Une Revue Journal of Organic Chemistry Année : 2003

Transient azomethine-ylides from a stable amino-carbene and an aldiminium salt

Résumé

Catalytic amounts of a protic reagent such as tert-butyl alcohol promote the isomerization of a stable amino-aryl-carbene into a transient azomethine ylide. Deprotonation of an alkyl-aldiminium salt also leads to a transient azomethine ylide, but labeling experiments rule out the transient formation of the corresponding amino-alkyl-carbene. The potential hypersurface between model amino-carbene, aziridine, and azomethine ylide is investigated.

Dates et versions

hal-01613265 , version 1 (09-10-2017)

Identifiants

Citer

X. Cattoën, S. Solé, C. Pradel, Heinz Gornitzka, Karinne Miqueu, et al.. Transient azomethine-ylides from a stable amino-carbene and an aldiminium salt. Journal of Organic Chemistry, 2003, 68 (3), pp.911-914. ⟨10.1021/jo026214b⟩. ⟨hal-01613265⟩
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