Ylide von Heterocyclen, V [1]. I-, N-und S-Ylide des 2-Pyrons und 2-Pyridons / Ylides of Heterocycles, V [1]. I-, N-and S-Ylides of 2-Pvrones and 2-Pyridones
Open Access
- 1 March 1983
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 38 (3) , 398-403
- https://doi.org/10.1515/znb-1983-0322
Abstract
The reaction of the pyrone 1 a or the pyridones 1 b, c with iodosobenzene leads to the iodonium-ylides 2 which undergo thermal rearrangement to the 4-phenyloxy-3-iodo compounds 3. Reductive deiodination of 3 gives the 4-phenyloxy compounds 4. By acid catalyzed treatment with nucleophiles (such as pyridine, nicotinamide, isoquinoline and thiophane) the iodonium-ylides 2 can be converted into the corresponding N- and S-ylides 5. Reaction of 2 with concentrated HCl or HBr gives the 3-halogeno substituted compounds 6.Keywords
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