ISSN:
1434-193X
Keywords:
Cycloaddition
;
Elimination
;
Heterocycles
;
1,2,4-Thiadiazolidines
;
1,2,4-Dithiazolidines
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
5-Imino-1,2,4-thiadiazolidin-3-ones 1 react with compounds containing electron-rich double bonds such as enamines and ester enolates to afford the 2-iminothiazolidines 3, 4, and 10 in cycloaddition-elimination reactions. The less reactive 5-imino-1,2,4-dithiazolidin-3-ones 2 only give the 2-iminothiazolidines 3 or 4 with enamines; with ester enolates the 5-alkylidene-1,2,4-dithiazolidines 12 are formed. The reaction products with enamines undergo hydrolysis and elimination to form the corresponding hydroxy compounds 5, 6 or the unsaturated compounds 7, 8, depending on the size of the fused ring.
Type of Medium:
Electronic Resource
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