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Preparation of alkyl substituted 1,3,4-oxadiazin-6-ones by the DCC induced cyclization of 2-oxoalkanoic acid acylhydrazones

โœ Scribed by Albert Padwa; Philipp Eisenbarth


Book ID
112127732
Publisher
Journal of Heterocyclic Chemistry
Year
1985
Tongue
English
Weight
331 KB
Volume
22
Category
Article
ISSN
0022-152X

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๐Ÿ“œ SIMILAR VOLUMES


Reactions of 4-Oxoalkanoic Acids, 4. Syn
โœ Wedler, Christine ;Schick, Hans ;Scharfenberg-Pfeiffer, Doris ;Reck, Gรผnter ๐Ÿ“‚ Article ๐Ÿ“… 1992 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 432 KB

## Abstract Ethyl 4โ€oxoalkanoates 1 react at ambient temperature in dry methanol in the presence of molecular sieve 3 ร… in almost quantitative yield with 3โ€aminopropanol and 2โ€aminoethanol to form the bicyclic lactams __rac__โ€2 and __rac__โ€3, respectively. Surprisingly, the (ยฑ)โ€5โ€alkylโ€4โ€oxaโ€1โ€azab