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Cycloaddition−Elimination Reactions of 5-Imino-1,2,4-thiadiazolidin-3-ones and 5-Imino-1,2,4-dithiazolidin-3-ones with Electron-Rich Double Bonds

✍ Scribed by Franz Tittelbach; Siegfried Vieth; Matthias Schneider

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
568 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis

5-Imino-1,2,4-thiadiazolidin-3-ones 1 react with compounds alkylidene-1,2,4-dithiazolidines 12 are formed. The reaction products with enamines undergo hydrolysis and elimination containing electron-rich double bonds such as enamines and ester enolates to afford the 2-iminothiazolidines 3, 4, and 10 to form the corresponding hydroxy compounds 5, 6 or the unsaturated compounds 7, 8, depending on the size of the in cycloadditionϪelimination reactions. The less reactive 5imino-1,2,4-dithiazolidin-3-ones 2 only give the 2-iminothi-fused ring. azolidines 3 or 4 with enamines; with ester enolates the 5-

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