ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Oxidation of 1,2-Thiazoles; A Convenient Approach to 1,2-Thiazol-3(2H)-one 1,1-DioxidesThe 1,2-thiazoles obtained from 3-chloroalk-2-enals and ammonium thiocyanate (7 → 9, Scheme 1) are easily transformed to 1,2-thiazol-3(2H)-one 1,1-dioxidcs 10 on treatment with H2O2 in AcOH at 80°. Hydrogenation of 10 in AcOH yields the corresponding saturated 1,2-thiazolidin-3-one 1,1-dioxides 16 (Scheme 3). Cycloalka[c]-1,2-thiazoles 18 are prepared from 2-[(thiocyanato)methyliden]cycloalkan-1-ones and ammonia (Scheme 4). Surprisingly, oxidation of 18a with H2O2 in AcOH yields the tricyclic oxaziridine 19.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19910740515
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