OXIDATIVE CYCLIZATION OF O-PHENOLIC OXIME-ACID DERIVATIVES USING PHENYLIODONIUM DIACETATE - SYNTHESIS OF SPIROISOXAZOLINE DERIVATIVES

Authors
MURAKATA M YAMADA K HOSHINO O
Citation
M. Murakata et al., OXIDATIVE CYCLIZATION OF O-PHENOLIC OXIME-ACID DERIVATIVES USING PHENYLIODONIUM DIACETATE - SYNTHESIS OF SPIROISOXAZOLINE DERIVATIVES, Tetrahedron, 52(47), 1996, pp. 14713-14722
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
47
Year of publication
1996
Pages
14713 - 14722
Database
ISI
SICI code
0040-4020(1996)52:47<14713:OCOOOD>2.0.ZU;2-N
Abstract
An efficient formation or spiroisoxazoline ring system by intramolecul ar oxidative cyclisation of o-phenolic oxime-esters and oxime-amides u sing phenyliodonium diacetate (PIDA) is described. The intramolecular oxidative cyclisation or various o-phenolic oxime-acid derivatives in acetonitrile at 0 degrees C proceeded smoothly to afford spiroisoxazol ines in good yields. Synthesis of o-phenolic oxime-esters and oxime-am ides was also described. (C) Copyright (C) 1996 Elsevier Science Ltd