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2-Ethyl-2-phosphabicyclo[2.2.2]oct-7-ene derivatives: Synthesis and use in fragmentation-related phosphorylations

✍ Scribed by Helga Szelke; Ágnes Bálint; Erzsébet Király; Krisztina Ludányi; János Kovács; György Keglevich

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
74 KB
Volume
16
Category
Article
ISSN
1042-7163

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✦ Synopsis

A 2-phosphabicyclo[2.2.2]oct-7-ene oxide (2) and a 2-phosphabicyclo[2.2.2]octa-5,7-diene oxide (3) with ethyl substituent on the phosphorus atom was synthesized and their fragmentation properties were studied. The phosphabicyclooctadiene oxide (3) could be utilized in both the UV light-mediated phosphorylation of simple alcohols and in the thermoinduced phosphorylation of hydroquinone giving an easy access to P-ethylphosphinates (e.g., 4 and 6). The phosphabicyclooctene oxide (2) was, however, not useful in photoinduced phosphorylations; under such conditions the precursor (2) underwent dechlorination to afford 5.

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