Studies on Organophosphorus Compounds XXXIX. The Reaction of β-Propiolactones with 2,4-bis (4-Methoxyphenyl)-1,3,2,4-Dithiadiphosphetane 2,4-Disulfide

✍ Scribed by R. Shabana; J. B. Rasmussen; S.-O. Lawesson

• Publisher: Wiley (John Wiley & Sons)
• Year: 2010
• Weight: 115 KB
• Volume: 90
• Category: Article
• ISSN: 0037-9646
• DOI: 10.1002/bscb.19810900117

✦ Synopsis

It is well known that 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, 1, is a most effective thiation reagent for ketones." carboxamides ,'-' esters,' 1 ' ' -S-subst itu ted thloesters,e enaminones , I ' lactams," and Yand 6-lactones."

In our attempts to transform @-propiolactone''

&, and 3-methyl-8-propiolactone"

s, into the corresponding thionolactones with compound 1, the ring system 2 was formed instead. This is analogous to the formation of a P-heterocycle by reacting a diaziridinone" with 1. The structure of 1 was established by microanalyses, MS, IR, 'H-, I3C-and 31P-NMR.