Abstract
The novel imidazo[5,1-c][1,4]thiazine ring system has been obtained by rearrangement of penicillin sulfoxide esters upon treatment with ethoxycarbonyl isocyanate. The unexpected structure of the rearrangement product 4b was established by X-ray analysis. A mechanism involving C5-S cleavage and the formation of an episulfonium ion, D. is postulated.
Original language | English |
---|---|
Pages (from-to) | 3026-3029 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 46 |
Issue number | 15 |
DOIs | |
State | Published - Jul 1981 |