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ChemInform Abstract: Synthesis of 1,3,4-Oxadiazoles from Carboxylic Hydrazides and of 1,2- Oxazin-6-ones from α-(Hydroxyimino)carboxylic Esters with Keteneylidene Triphenylphosphorane.

✍ Scribed by J. LOEFFLER; R. SCHOBERT

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199740157

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✦ Synopsis

Synthesis of 1,3,4-Oxadiazoles from Carboxylic Hydrazides and of 1,2-Oxazin-6-ones from α-(Hydroxyimino)carboxylic Esters with Keteneylidene Triphenylphosphorane. -A new route to oxadiazoles (III) via an untypical intermolecular Wittig olefination of hydrazide (I) and keteneylidene (II) is presented. Under similar conditions the first examples of non-annulated six-membered lactones (V), prepared by reaction of esters ( IV) with ylidene (II) via an intramolecular Wittig olefination, are obtained. -(LOEFFLER,

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