Spiro-fused 2-alkoxy-2-amino-Δ3-1, 3, 4-oxadiazolines. Synthesis and thermolysis to corresponding aminooxycarbenes

P Couture, J Warkentin

文献索引：Couture, Philippe; Warkentin, John Canadian Journal of Chemistry, 1997 , vol. 75, # 9 p. 1264 - 1280

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被引用次数: 17

摘要

Δ3-1, 3, 4-Oxadiazolines spiro-fused at C2 to C2 to oxazolidines (12) or to C2 of tetrahydro- 1, 3-oxazines (13) were synthesized. The oxadiazolines undergo thermolysis in benzene at 90° C with first-order rate constants of (1.6-50)× 10-5 s-1. The dependence of these rate constants on the nature of the substituents present on the oxadiazoline ring is consistent with a mechanism involving a carbonyl ylide intermediate. Substituents on N of the ...