General approach for regioselective synthesis of fused phosphono substituted-oxadiazines

✍ Scribed by Wafaa M. Abdou; Neven A. F. Ganoub

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 260 KB
• Volume: 11
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(2000)11:3<196::aid-hc6>3.0.co;2-h

✦ Synopsis

A series of fused 1,3,4-oxadiazines were regioselectively prepared in reasonable yields as major products from the reactions of the corresponding ␣carbonyl hydrazones with tetraethyl 1,3-dithietane-2,4-diylidene-bis(cyanomethylphosphonate) (1). Side products were also observed wherein the dimeric products 8 or 17 and/or different types of N-heterocycles such as pyrazole 24 or pyridazines 28 or 29 were isolated and identified. A comparative study on the chemistry of 1 toward ␣-aminonitrile 30 is also described.