Remote intramolecular functionalization of arylnitrenium ions. ipso-substitution and spiro-lactone formation

RA Abramovitch, A Hawi, JAR Rodrigues…

文献索引：Abramovitch, Rudolph A.; Hawi, Amale; Rodrigues, J. Augusto R.; Trombetta, Tania R. Journal of the Chemical Society, Chemical Communications, 1986 , # 4 p. 283 - 284

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被引用次数: 14

摘要

Acid-catalysed decomposition of (4′-azidophenyl) propanoic and butyric acids leads to ipso-attack by the carboxy group para to the nitrenium ion and the formation of imines of cyclohexadienone spiro-lactones, which can rearrange to the benz-fused lactones; 4′- azido-2-carboxydiphenyl ether behaves the same way to give spiro-lactone (9).