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Eine umlagerungS-substituierter cyclohexanonthioxime

✍ Scribed by Andreae, Siegfried ;Schmitz, Ernst ;Schulz, Burkhard

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
778 KB
Volume
1994
Category
Article
ISSN
0947-3440

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✦ Synopsis

A Rearrangement of S‐Substituted Cyclohexanone Thioximes

Mercaptoheterocycles like 2‐mercaptobenzazoles 5, 2‐mercaptouracils 10, and ketene S,S‐acetals 18 are aminated by 1‐oxa‐2‐azaspiro[2.5]octane (1). The intermediate cyclohexanone thioximes, which can be isolated in some cases (6a–c, 11), undergo a 1,3‐shift of the mercapto fragment from the nitrogen to the carbon atom followed by cyclization and/or hydrolysis. Thus, new heterocyclic systems as 14–17 or 19 can be created. magnified image

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