Synthesis and spectra of aldehyde- and ketone-O-(2,5-dihydro-2-methoxy-5,5-dimethyl-1,3,4-oxadiazol-2-yl)oximes Thermal sources of some methoxy(oximino)carbenes
Ten new oxadiazoline sources of methoxy(oximino)carbenes were synthesized by exchanging the acetoxy group of 2-acetoxy-2-methoxy-Δ 3 -1,3,4-oxadiazoline with an oximino group. The new compounds were characterized by means of spectroscopy and the formation of carbenes upon thermolysis of a few was de...
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| Veröffentlicht in: | Canadian journal of chemistry 2005-05, Vol.83 (5), p.443-448 |
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| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
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| Online-Zugang: | Volltext |
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| Zusammenfassung: | Ten new oxadiazoline sources of methoxy(oximino)carbenes were synthesized by exchanging the acetoxy group of 2-acetoxy-2-methoxy-Δ
3
-1,3,4-oxadiazoline with an oximino group. The new compounds were characterized by means of spectroscopy and the formation of carbenes upon thermolysis of a few was demonstrated by means of interception with tert-butyl alcohol. The carbenes fragmented to form methoxycarbonyl and iminyl radicals.Key words: 2,2-dioxyoxadiazoline, methoxy(oximino)carbene, oxadiazole, radical pair, rearrangement. |
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| ISSN: | 0008-4042 1480-3291 |
| DOI: | 10.1139/v05-061 |